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Product FOB Price Min.Order Supply Ability Supplier
4-Chloropyrrolo[2,3-d]pyrimidine Manufacturer/High quality/Best price/In stock
Cas No: 3680-69-1
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
4-chloro-7H-pyrrolo[2,3-d]pyrimidine 99% 3680-69-1
Cas No: 3680-69-1
No Data 1 Kilogram 100 Kilogram/Month EnBridge PharmTech Co., Ltd. Contact Supplier
Bosang 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine 99% 3680-69-1
Cas No: 3680-69-1
USD $ 30.0-40.0 / Gram 100 Gram 15000 Metric Ton/Year Hebei Bosang International Trade Co.,Ltd. Contact Supplier
4-Chloropyrrolo[2,3-d]pyrimidine
Cas No: 3680-69-1
USD $ 34.0-34.0 / Gram 1 Gram 50 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
4-chloro-7H-pyrrolo[2,3-d]pyrimidine 99% 3680-69-1
Cas No: 3680-69-1
USD $ 1.0-3.0 / Metric Ton 1 Metric Ton 10 Metric Ton/Day Hebei yanxi chemical co.,LTD. Contact Supplier
6-Chloro-7-deazapurine manufacturer/supplier
Cas No: 3680-69-1
No Data 1 Gram 1000 Metric Ton/Month Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd Contact Supplier
High quality 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Cas 3680-69-1 with best price
Cas No: 3680-69-1
No Data 100 Gram 200 Kilogram/Month Wuhan Fortuna Chemical Co.,Ltd Contact Supplier
High Quality Oled CAS 3680-69-1 7H-Pyrrolo[2,3-d]pyrimidine,4-chloro-
Cas No: 3680-69-1
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
4-Chloro-1H-pyrrolo(2,3-d)pyrimidine
Cas No: 3680-69-1
No Data 1 Gram 1 Metric Ton/Week Henan Allgreen Chemical Co.,Ltd Contact Supplier
Factory Supply 4-chloro-1H-pyrrolo[2,3-d]pyrimidine
Cas No: 3680-69-1
No Data 1 1 Ality Chemical Corporation Contact Supplier

3680-69-1 Usage

Uses

4-Chloro-7H-pyrrolo[2,3-d] pyrimidine is an important pharmaceutical intermediate, which is?widely used in the synthesis of many pharmaceutical intermediates at home and abroad. Including CP690550, CGP76030 and so on, 4-Chloro-7H-pyrrolo[2,3-d] pyrimidine was the scaffold for many commercially available drugs. Also, 4-Chloro-7H-pyrrolo[2,3-d] pyrimidine was the intermediate of the bulk drug, Tofatinib, which was widely used in treatment of adult patients with moderate to severe rheumatoid arthritis with inadequate or intolerant methotrexate response.

Chemical Properties

Lightbrown to brown crystalline powder

Uses

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine is used in the manufacture of Tofacitinib citrate.

Uses

6-Chloro-7-deazapurine is used for making tofacitinib.

3680-69-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (C2306)  6-Chloro-7-deazapurine  >98.0%(GC)(T) 3680-69-1 1g 690.00CNY Detail
TCI America (C2306)  6-Chloro-7-deazapurine  >98.0%(GC)(T) 3680-69-1 5g 2,390.00CNY Detail
Alfa Aesar (B25713)  6-Chloro-7-deazapurine, 98%    3680-69-1 1g 714.0CNY Detail
Alfa Aesar (B25713)  6-Chloro-7-deazapurine, 98%    3680-69-1 5g 2736.0CNY Detail
Aldrich (699489)  6-Chloro-7-deazapurine  97% 3680-69-1 699489-1G 1,278.81CNY Detail

3680-69-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Chloropyrrolo[2,3-d]pyrimidine

1.2 Other means of identification

Product number -
Other names 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3680-69-1 SDS

3680-69-1Synthetic route

Allopurinol
3680-71-5

Allopurinol

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With chlorine In 1-methyl-pyrrolidin-2-one; toluene at 160 - 180℃; Temperature;95%
With 1,2,3-trichloropropane; chlorine In 1-methyl-pyrrolidin-2-one; toluene Reflux;95%
With dmap; bis(trichloromethyl) carbonate In chlorobenzene at 50 - 60℃; for 6h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;94.2%
6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine

6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃; for 7.5h; Reflux;94%
Stage #1: 6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine With hydrogenchloride; water In tetrahydrofuran at 20℃; Reflux;
Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 1h;
With hydrogenchloride In tetrahydrofuran; water for 7.5h; Reflux;54.5 g
7-deazahypoxanthine
3680-71-5

7-deazahypoxanthine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With trichlorophosphate for 2h; Reflux;93%
With trichlorophosphate92%
With trichlorophosphate for 4h; Reflux;91%
4-hydroxypyrrolo[2,3-D]pyrimidine

4-hydroxypyrrolo[2,3-D]pyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With trichlorophosphate for 3h; Reflux;93%
4-amino-6-chloro-5-(2,2-diethoxyethyl)pyrimidine

4-amino-6-chloro-5-(2,2-diethoxyethyl)pyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃; for 4h; Reagent/catalyst;92%
With hydrogenchloride; water In Petroleum ether at 50℃; for 4h;91%
4-amino-6-chloropyrimidine-5-acetaldehyde

4-amino-6-chloropyrimidine-5-acetaldehyde

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 50℃; for 3h; Concentration; Temperature; Industrial scale;91.4%
With hydrogenchloride In methanol; water at 50 - 60℃; for 3h;82%
With acetic acid at 20℃; for 14h;26.1 g
1,1-dichloro-2-cyano-4-methoxy-1,3-butadiene

1,1-dichloro-2-cyano-4-methoxy-1,3-butadiene

formamidine hydrochloride
6313-33-3

formamidine hydrochloride

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With sodium methylate In methanol at 25 - 70℃; for 10h;91%
1,1-dichloro-2-cyano-4-methoxy-1,3-butadiene

1,1-dichloro-2-cyano-4-methoxy-1,3-butadiene

formamidine acetic acid
3473-63-0

formamidine acetic acid

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With sodium methylate In methanol at 30 - 70℃; for 10h;90.2%
4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
123148-78-7

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With potassium benzo[d][1,3]dioxol-5-yltrifluoroborate; PdCl2(1,1'-bis(diphenylphosphino)ferrocene); triethylamine In ethanol; dichloromethane for 19h; Reagent/catalyst; Reflux;90%
1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one
3680-71-5

1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With trichlorophosphate at 100℃; for 5h;65.7%
With trichlorophosphate for 5h; Reflux;54%
With trichlorophosphate for 5h; Reflux;54%
With trichlorophosphate for 5h; Reflux;54%
2-(4,6-dichloropyrimidin-5-yl)acetaldehyde
16019-33-3

2-(4,6-dichloropyrimidin-5-yl)acetaldehyde

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With ammonium hydroxide at 60 - 70℃; for 24h;34%
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / ethanol / 2 h / 40 °C
2: ammonium hydroxide / ethanol / 20 h / 70 °C
3: hydrogenchloride; water / Petroleum ether / 4 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / ethanol / 3 h / 40 °C
2: ammonium hydroxide / 3 h / 60 °C
3: hydrogenchloride / water / 4 h / 50 °C
View Scheme
ethyl 2-cyano-4,4-diethoxybutyrate
52133-67-2

ethyl 2-cyano-4,4-diethoxybutyrate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 64 percent / NaOEt
2: 92 percent / aq. HCl
3: 81 percent / H2 / Raney Ni
4: 66 percent / POCl3
View Scheme
Multi-step reaction with 3 steps
1: NaOEt / ethanol
2: 1.) Raney-Nickel; 2.) HCl
3: POCl3
View Scheme
Multi-step reaction with 4 steps
1: 64 percent / EtONa / dimethylformamide; ethanol / 6 h / Heating
2: aq. NH3 / Raney nickel / 6 h / Heating
3: 86 percent / 1N aq. HCl / 1 h / 20 °C
4: 79 percent / POCl3 / 1.5 h / Heating
View Scheme
6-amino-5-(2,2-diethoxyethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
7400-05-7

6-amino-5-(2,2-diethoxyethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / aq. HCl
2: 81 percent / H2 / Raney Ni
3: 66 percent / POCl3
View Scheme
Multi-step reaction with 3 steps
1: aq. NH3 / Raney nickel / 6 h / Heating
2: 86 percent / 1N aq. HCl / 1 h / 20 °C
3: 79 percent / POCl3 / 1.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / water / 22 h
2: ammonium hydroxide / water / 72 h / Reflux
3: trichlorophosphate / 5 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / water
2.1: ammonium hydroxide / water
2.2: raney nickel / 5 h / 100 °C
3.1: trichlorophosphate / 5 h / 100 °C
View Scheme
2-thioxo-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
67831-84-9

2-thioxo-1,2,3,7-tetrahydro-4H-pyrrolo[2,3-d]pyrimidin-4-one

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / H2 / Raney Ni
2: 66 percent / POCl3
View Scheme
Multi-step reaction with 2 steps
1: ammonium hydroxide / water / 72 h / Reflux
2: trichlorophosphate / 5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: ammonium hydroxide / water
1.2: raney nickel / 5 h / 100 °C
2.1: trichlorophosphate / 5 h / 100 °C
View Scheme
6-amino-5-(2,2-diethoxy)-2-mercaptopyrimidine-4-ol
7400-05-7

6-amino-5-(2,2-diethoxy)-2-mercaptopyrimidine-4-ol

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) Raney-Nickel; 2.) HCl
2: POCl3
View Scheme
Multi-step reaction with 3 steps
1: ammonia / nickel / water / 90 °C
2: hydrogenchloride; water / 2.5 h / 20 °C
3: trichlorophosphate / 2.5 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: nickel / water / 1 h / Heating / reflux
3: trichlorophosphate / 1.5 h / Heating / reflux
View Scheme
4-amino-6-hydroxy-5-(2,2-diethoxyethyl)pyrimidine
7400-06-8

4-amino-6-hydroxy-5-(2,2-diethoxyethyl)pyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / 1N aq. HCl / 1 h / 20 °C
2: 79 percent / POCl3 / 1.5 h / Heating
View Scheme
7-deazahypoxanthine
3680-71-5

7-deazahypoxanthine

A

4-CHLORO-5,7-DIHYDRO-PYRROLO[2,3-D]PYRMIDIN-6-ONE

4-CHLORO-5,7-DIHYDRO-PYRROLO[2,3-D]PYRMIDIN-6-ONE

B

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With trichlorophosphateA 49 mg (70%)
B n/a
6-amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol
7400-06-8

6-amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 2.5 h / 20 °C
2: trichlorophosphate / 2.5 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 4 h / 25 - 30 °C
2: trichlorophosphate / 1 h / 100 - 105 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride; water / 2.5 h / 20 °C
2: trichlorophosphate / 2.5 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
2: trichlorophosphate / 1.5 h / Heating / reflux
View Scheme
6-amino-5-(2,2-diethoxyethyl)-2-mercaptopyrimidin-4-ol

6-amino-5-(2,2-diethoxyethyl)-2-mercaptopyrimidin-4-ol

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonia / water / 90 °C
2: hydrogenchloride / water / 2.5 h / 20 °C
3: trichlorophosphate / 2.5 h / 100 °C / Inert atmosphere
View Scheme
6-chloro-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine
1615680-91-5

6-chloro-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium tert-butylate at 90℃; for 0.833333h;505 mg
5-allyl-4,6-dichloropyrimidine
16019-31-1

5-allyl-4,6-dichloropyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium hydroxide / ethanol / 24 h / 60 °C / Industrial scale
2: ozone / methanol / -30 °C / Industrial scale
3: hydrogenchloride / methanol; water / 3 h / 50 °C / Industrial scale
View Scheme
Multi-step reaction with 2 steps
1: ozone / methanol; dichloromethane / 2 h / -40 °C
2: ammonium hydroxide / 24 h / 60 - 70 °C
View Scheme
Multi-step reaction with 3 steps
1: ammonium hydroxide / ethanol / 24 h / 70 °C / Sealed tube
2: triethylamine; dimethyl sulfoxide; ozone / methanol / 2 h / -5 - 0 °C
3: acetic acid / 14 h / 20 °C
View Scheme
2-cyano-4,4-dimethoxybutyric acid ethyl ester
773076-83-8

2-cyano-4,4-dimethoxybutyric acid ethyl ester

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium ethanolate / ethanol / Reflux
2: hydrogenchloride / water / 45 °C
3: trichlorophosphate; N-ethyl-N,N-diisopropylamine / toluene / 50 °C
View Scheme
6-amino-5-(2,2-dimethoxyethyl)pyrimidin-4-ol

6-amino-5-(2,2-dimethoxyethyl)pyrimidin-4-ol

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 45 °C
2: trichlorophosphate; N-ethyl-N,N-diisopropylamine / toluene / 50 °C
View Scheme
5-(prop-2-en-1-yl)pyrimidine-4,6-diol
16019-30-0

5-(prop-2-en-1-yl)pyrimidine-4,6-diol

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 3 h / 80 °C / Inert atmosphere
2: ozone / methanol; dichloromethane / 2 h / -40 °C
3: ammonium hydroxide / 24 h / 60 - 70 °C
View Scheme
Multi-step reaction with 4 steps
1: N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 3 h / 80 °C / Inert atmosphere
2: ammonium hydroxide / ethanol / 24 h / 70 °C / Sealed tube
3: triethylamine; dimethyl sulfoxide; ozone / methanol / 2 h / -5 - 0 °C
4: acetic acid / 14 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 3 h / 80 °C / Inert atmosphere
2: ozone / methanol; dichloromethane / 2 h / -40 °C
3: toluene-4-sulfonic acid / ethanol / 2 h / 40 °C
4: ammonium hydroxide / ethanol / 20 h / 70 °C
5: hydrogenchloride; water / Petroleum ether / 4 h / 50 °C
View Scheme
4,6-dichloro-5-(2,2-diethoxyethyl)pyrimidine
14052-82-5

4,6-dichloro-5-(2,2-diethoxyethyl)pyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / ethanol / 20 h / 70 °C
2: hydrogenchloride; water / Petroleum ether / 4 h / 50 °C
View Scheme
dimethyl allylmalonate
40637-56-7

dimethyl allylmalonate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium methylate / methanol / 5 h / 0 - 60 °C
2: N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 3 h / 80 °C / Inert atmosphere
3: ozone / methanol; dichloromethane / 2 h / -40 °C
4: ammonium hydroxide / 24 h / 60 - 70 °C
View Scheme
Multi-step reaction with 5 steps
1: sodium methylate / methanol / 5 h / 0 - 60 °C
2: N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 3 h / 80 °C / Inert atmosphere
3: ammonium hydroxide / ethanol / 24 h / 70 °C / Sealed tube
4: triethylamine; dimethyl sulfoxide; ozone / methanol / 2 h / -5 - 0 °C
5: acetic acid / 14 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1: sodium methylate / methanol / 5 h / 0 - 60 °C
2: N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 3 h / 80 °C / Inert atmosphere
3: ozone / methanol; dichloromethane / 2 h / -40 °C
4: toluene-4-sulfonic acid / ethanol / 2 h / 40 °C
5: ammonium hydroxide / ethanol / 20 h / 70 °C
6: hydrogenchloride; water / Petroleum ether / 4 h / 50 °C
View Scheme
2-mercapto-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine
67831-84-9

2-mercapto-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide; dihydrogen peroxide / water / 2 h / 15 - 20 °C
2: hydrogenchloride / water / 1 h
3: trichlorophosphate / 85 °C
View Scheme
C10H19N3O3S

C10H19N3O3S

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / water / 20 °C / pH 2 - 3
2: sodium hydroxide; dihydrogen peroxide / water / 2 h / 15 - 20 °C
3: hydrogenchloride / water / 1 h
4: trichlorophosphate / 85 °C
View Scheme
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

methylamine
74-89-5

methylamine

4-(methylamino)-7H-pyrrolo<2,3-d>pyrimidine
78727-16-9

4-(methylamino)-7H-pyrrolo<2,3-d>pyrimidine

Conditions
ConditionsYield
In ethanol at 100℃; for 2h; Sealed tube;100%
With hydrogenchloride In methanol for 6h; Heating;85%
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
123148-78-7

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With N-iodo-succinimide; sodium sulfate In ethanol; N,N-dimethyl-formamide100%
With N-iodo-succinimide; sodium sulfate In ethanol; N,N-dimethyl-formamide100%
With N-iodo-succinimide; sodium sulfate In ethanol; N,N-dimethyl-formamide100%
(5-(methoxycarbonyl)-1-tosyl-1H-pyrrol-3-yl)boronic acid
916177-00-9

(5-(methoxycarbonyl)-1-tosyl-1H-pyrrol-3-yl)boronic acid

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1-(toluene-4-sulfonyl)-1H-pyrrole-2-carboxylic acid methyl ester

4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1-(toluene-4-sulfonyl)-1H-pyrrole-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 170℃; for 0.166667h; Microwave irradiation;100%
4-tert-butoxycarbonylamino-piperidine-4-carboxylic acid ethyl ester
956460-98-3

4-tert-butoxycarbonylamino-piperidine-4-carboxylic acid ethyl ester

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-tert-butoxycarbonylamino-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidine-4-carboxylic acid ethyl ester
956460-97-2

4-tert-butoxycarbonylamino-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In 1-methyl-pyrrolidin-2-one at 110℃; for 68h;100%
With triethylamine In 1-methyl-pyrrolidin-2-one at 110℃; for 68h;100%
With triethylamine In 1-methyl-pyrrolidin-2-one at 110℃; for 68h;100%
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-chloro-7-triisopropylsilanyl-7H-pyrrolo[2,3-d]pyrimidine
870706-50-6

4-chloro-7-triisopropylsilanyl-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 5.5h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; hexane
100%
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-iodo-7H-pyrrolo[2,3-d]pyrimidine
1100318-96-4

4-iodo-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With hydrogen iodide In water at 20℃; for 80h; Inert atmosphere;100%
With hydrogen iodide at 20℃; for 80h; Inert atmosphere;98%
With hydrogen iodide In water at 20℃; for 48h;91%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrole[2,3-d]pyrimidine
941685-26-3

4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrole[2,3-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Cooling with ice;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide Cooling with ice;
100%
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Cooling with ice;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide for 1h; Cooling with ice;
100%
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 10℃; for 1h; Cooling with ice; Inert atmosphere;
Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil at 10 - 20℃;
97%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-chloro-7-triisopropylsilanyl-7H-pyrrolo[2,3-d]pyrimidine
870706-50-6

4-chloro-7-triisopropylsilanyl-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: triisopropylsilyl chloride In tetrahydrofuran; hexane at -78 - 20℃; for 4.5h; Inert atmosphere;
100%
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 6.8℃; for 0.916667h; Inert atmosphere;
Stage #2: triisopropylsilyl chloride In tetrahydrofuran; mineral oil at 0℃; for 4h; Inert atmosphere; Reflux;
99%
1H-pyrazolo[3,4-b]pyridin-5-amine
942185-01-5

1H-pyrazolo[3,4-b]pyridin-5-amine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

N-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-amine

N-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-5-amine

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 6h; Reflux;100%
(+/-)-cis-4-methyl-1-(phenylmethyl)-piperidin-3-ylamine

(+/-)-cis-4-methyl-1-(phenylmethyl)-piperidin-3-ylamine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

cis-1-benzyl-4-methyl-N-{7H-pyrrolo[2,3-d]pyrimidin-4-yl}piperidin-3-amine

cis-1-benzyl-4-methyl-N-{7H-pyrrolo[2,3-d]pyrimidin-4-yl}piperidin-3-amine

Conditions
ConditionsYield
With potassium carbonate In water at 100℃; for 48h; Sealed tube;100%
(R)-piperidin-3-ylcarbamic acid tert-butyl ester
309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

(R)-tert-butyl (1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl)carbamate

(R)-tert-butyl (1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 80℃; for 52h; Inert atmosphere; Sealed tube;100%
tert-butyl N-methyl-N-[(3R,4R)-4-methylpiperidin-3-yl]carbamate

tert-butyl N-methyl-N-[(3R,4R)-4-methylpiperidin-3-yl]carbamate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

C18H27N5O2

C18H27N5O2

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane; water at 100℃; for 10h;100%
(R)-N-methyl-5-((R)-1-phenylethyl)-5-azaspiro[2.4]heptan-7-amine

(R)-N-methyl-5-((R)-1-phenylethyl)-5-azaspiro[2.4]heptan-7-amine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

N-methyl-N-((R)-5-((R)-1-phenylethyl)-5-azaspiro[2.4]heptan-7-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

N-methyl-N-((R)-5-((R)-1-phenylethyl)-5-azaspiro[2.4]heptan-7-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Conditions
ConditionsYield
With potassium carbonate In water for 18h; Reflux;100%
benzyl (3S,4R)-3-methyl-1,6-diazaspiro[3.4]octane-1-carboxylate oxalate

benzyl (3S,4R)-3-methyl-1,6-diazaspiro[3.4]octane-1-carboxylate oxalate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

benzyl (3S,4R)-3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octane-1-carboxylate

benzyl (3S,4R)-3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octane-1-carboxylate

Conditions
ConditionsYield
With potassium phosphate In ethanol; water at 40 - 80℃; for 5h; Inert atmosphere;100%
With potassium phosphate In ethanol; water at 80℃; for 5h; Inert atmosphere;
With potassium phosphate In ethanol; water at 80℃; for 5h; Temperature; Inert atmosphere;
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
22276-95-5

5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile at 100℃; for 0.166667h; microwave irradiation;99%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 12h;95%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 72h;95%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

N-cyclohexyl-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
252722-30-8

N-cyclohexyl-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Conditions
ConditionsYield
In 1,4-dioxane at 110℃; for 9h; Microwave irradiation; Sealed tube;99%
Stage #1: N-methylcyclohexylamine; 4-chloro-1H-pyrrolo[2,3-d]pyrimidine In tert-butyl alcohol at 100℃; for 24h;
Stage #2: With hydrogenchloride In water; tert-butyl alcohol pH=1;
Stage #3: With sodium hydroxide In water; tert-butyl alcohol pH=14;
88%
In tert-butyl alcohol at 85℃;
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylic acid tert-butyl ester

4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With RuPhos palladacycle; lithium hexamethyldisilazane; ruphos In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Sealed vial;99%
With triethylamine In butan-1-ol at 90℃;74%
With triethylamine In N,N-dimethyl-formamide at 110℃; for 16h;59%
tert-butyl 3-(cyanomethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate
1153949-15-5

tert-butyl 3-(cyanomethyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

1,1-dimethylethyl 3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]-1-azetidinecarboxylate

1,1-dimethylethyl 3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]-1-azetidinecarboxylate

Conditions
ConditionsYield
With [1,1′-bis(di-cyclohexylphosphino)ferrocene]dichloro palladium(II); cesium fluoride In water; tert-butyl alcohol Suzuki Coupling; Inert atmosphere; Reflux;99%
With [1,1′-bis(di-cyclohexylphosphino)ferrocene]dichloropalladium (II); cesium fluoride In water; tert-butyl alcohol Inert atmosphere; Reflux;99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 1h; Reflux;
2-(1-(ethanesulfonyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-3-yl)acetonitrile

2-(1-(ethanesulfonyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-3-yl)acetonitrile

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80 - 85℃; for 5h;99%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In water; toluene; tert-butyl alcohol at 100℃; for 48h; Concentration; Temperature; Solvent; Reagent/catalyst; Suzuki Coupling; Inert atmosphere;90%
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran; water at 90℃; for 19h; Autoclave; Inert atmosphere;90%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In water; toluene; tert-butyl alcohol for 48h; Suzuki Coupling; Reflux; Inert atmosphere;84%
tributylphenylstannane
960-16-7

tributylphenylstannane

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-phenyl-7H-pyrrolo[2,3-d]pyrimidine
1168106-39-5

4-phenyl-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With 1,8-Cineole; bis-triphenylphosphine-palladium(II) chloride; triphenyl-arsane at 100℃; for 32h; Stille Cross-Coupling (Migita-Kosugi-Stille Coupling);99%
t-butyl (3S,4R)-3-methyl-1,6-diazaspiro[3.4]octane-1-carboxylate

t-butyl (3S,4R)-3-methyl-1,6-diazaspiro[3.4]octane-1-carboxylate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

t-butyl (3S,4R)-3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octane-1-carboxylate

t-butyl (3S,4R)-3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.4]octane-1-carboxylate

Conditions
ConditionsYield
With potassium carbonate In water at 110℃; for 4h;99%
Chloromethyl pivalate
18997-19-8

Chloromethyl pivalate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate
1146629-75-5

(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 14h;98.85%
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With sodium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #2: Chloromethyl pivalate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
91%
Stage #1: 4-chloro-1H-pyrrolo[2,3-d]pyrimidine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;
Stage #2: Chloromethyl pivalate In tetrahydrofuran; mineral oil at 0 - 20℃; Product distribution / selectivity; Inert atmosphere;
91%
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-chloro-7-(phenylsulfonyl)-7H-pyrrolo [2,3-d]pyrimidine
186519-89-1

4-chloro-7-(phenylsulfonyl)-7H-pyrrolo [2,3-d]pyrimidine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃;98%
With sodium hydride at 0 - 25℃; for 4h;98%
With sodium t-butanolate In tetrahydrofuran at 10 - 22℃; for 2h;92%
piperidine
110-89-4

piperidine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

4-(piperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine
94581-94-9

4-(piperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 90℃;98%
With potassium hydroxide In water at 100℃; under 750.075 Torr; for 0.166667h; Microwave irradiation;84%
In tert-butyl alcohol at 85℃; for 3h;60%
In tert-butyl alcohol at 100℃; for 0.166667h; Microwave irradiation;
3-chloro-4-fluorophenylamine
367-21-5

3-chloro-4-fluorophenylamine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

(3-chloro-4-fluoro-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine
346600-33-7

(3-chloro-4-fluoro-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 90℃;98%
2-fluoro-4-chloroaniline
57946-56-2

2-fluoro-4-chloroaniline

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

(4-chloro-2-fluoro-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine
865364-20-1

(4-chloro-2-fluoro-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 90℃;98%
3-acetylenephenylamine
54060-30-9

3-acetylenephenylamine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

(3-ethynyl-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine
186519-85-7

(3-ethynyl-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 90℃;98%
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

7H-pyrrolo[2,3-d]pyrimidine
271-70-5

7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In methanol under 760.051 Torr; for 16h;98%
With ammonium formate; 20% Pd(OH)2 on carbon In methanol for 2h; Heating / reflux;97%
With hydrogen; palladium on activated charcoal84%
With ammonium hydroxide; hydrogen; palladium on activated charcoal In ethanol at 20℃; for 6h;83.7%
With hydrogen; palladium 10% on activated carbon In methanol at 20℃;
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine
479633-63-1

4-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 0 - 20℃; for 6h;97%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 0.5h; Large scale;97.7%
With dmap; triethylamine In dichloromethane at 0 - 20℃; Industrial scale;97.7%
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

methyl iodide
74-88-4

methyl iodide

4-Chlor-7-methyl-7H-pyrrolo<2,3-d>pyrimidin
7781-10-4

4-Chlor-7-methyl-7H-pyrrolo<2,3-d>pyrimidin

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h;97%
With caesium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 1h;94%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;88%
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