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102266-15-9

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102266-15-9 Usage

General Description

2-Amino-3-nitro-6-phenylpyridine is a chemical compound represented under the CAS registry number 82647-18-9. It's part of the Phenylpyridines group, compounds containing a phenylpyridine moiety, consisting of a pyridine bound to a phenyl group. The compound as it indicates has an aromatic ring structure with an attached nitro group (-NO2) and amino group (-NH2). Like other such compounds, it is likely to be used in organic synthesis, such as the production of various pharmaceuticals, dyes, polymers, or agrochemicals. However, specific information about its usage, safety, or potential toxic effects is not readily available and may require further research or consultation with a specialist.

Check Digit Verification of cas no

The CAS Registry Mumber 102266-15-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,2,6 and 6 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 102266-15:
(8*1)+(7*0)+(6*2)+(5*2)+(4*6)+(3*6)+(2*1)+(1*5)=79
79 % 10 = 9
So 102266-15-9 is a valid CAS Registry Number.

102266-15-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-nitro-6-phenylpyridin-2-amine

1.2 Other means of identification

Product number -
Other names 3-nitro-6-phenyl-2-pyridineamine

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:102266-15-9 SDS

102266-15-9Synthetic route

1,1-diamino-2-nitroethene
71090-35-2

1,1-diamino-2-nitroethene

3-Dimethylamino-1-phenyl-2-propen-1-on
31919-75-2

3-Dimethylamino-1-phenyl-2-propen-1-on

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
With acetic acid In ethanol for 4h; Heating;80%
2-amino-6-chloro-3-nitropyridine
27048-04-0

2-amino-6-chloro-3-nitropyridine

phenylboronic acid
98-80-6

phenylboronic acid

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
Stage #1: 2-amino-6-chloro-3-nitropyridine; phenylboronic acid With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate In water; toluene for 0.333333h; Inert atmosphere;
Stage #2: With tris-(dibenzylideneacetone)dipalladium(0) In water; toluene Inert atmosphere; Reflux;
75%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water; toluene at 90℃; for 12h;53%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80 - 85℃; for 12h; Inert atmosphere;
3-Dimethylamino-1-phenyl-2-propen-1-on
31919-75-2

3-Dimethylamino-1-phenyl-2-propen-1-on

1,1-di(methylsulfanyl)-2-nitroethylene
13623-94-4

1,1-di(methylsulfanyl)-2-nitroethylene

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
With ammonium acetate In ethanol for 6h; Heating;65%
nitroacetamidine
13514-88-0

nitroacetamidine

sodiobenzoylacetaldehyde

sodiobenzoylacetaldehyde

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 16h; Heating;60%
6-bromo-3-nitro-pyridin-2-ylamine
84487-04-7

6-bromo-3-nitro-pyridin-2-ylamine

phenylboronic acid
98-80-6

phenylboronic acid

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 100℃; for 0.5h; Inert atmosphere; Microwave irradiation;56%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 100℃; for 0.5h; Inert atmosphere; Microwave irradiation;0.280 g
(E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one
1131-80-2, 1201-93-0, 31919-75-2

(E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one

1,1-diamino-2-nitroethene
71090-35-2

1,1-diamino-2-nitroethene

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
With acetic acid In ethanol Heating;
2,6-dicholoro-3-nitropyridine
16013-85-7

2,6-dicholoro-3-nitropyridine

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ammonia / ethanol / 3 h / 0 °C
2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate / water; toluene / 0.33 h / Inert atmosphere
2.2: Inert atmosphere; Reflux
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

2,3-Diamino-6-phenylpyridin
144563-51-9

2,3-Diamino-6-phenylpyridin

Conditions
ConditionsYield
Stage #1: 2-amino-3-nitro-6-phenylpyridine With hydrogenchloride; iron In methanol; water at 20 - 80℃; for 1h;
Stage #2: With sodium hydroxide In methanol; water at 0℃;
99%
With hydrogen; palladium on activated charcoal In ethyl acetate under 2625.2 Torr; for 1.5h; Ambient temperature;96%
tert-butyl N-(4-bromobenzyl)carbamate
68819-84-1

tert-butyl N-(4-bromobenzyl)carbamate

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

C23H24N4O4

C23H24N4O4

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran for 17h; Inert atmosphere;92%
tert-butyl (1-(4-bromophenyl)cyclobutyl)carbamate
1032350-06-3

tert-butyl (1-(4-bromophenyl)cyclobutyl)carbamate

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate
1439394-28-1

tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 70℃; Inert atmosphere;75%
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

3-nitro-6-phenylpyridin-2(1H)-one
39258-93-0

3-nitro-6-phenylpyridin-2(1H)-one

Conditions
ConditionsYield
With tert.-butylnitrite In tetrahydrofuran; water at 40℃; for 14h; Inert atmosphere;73.8%
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

2-chloro-3-nitro-6-phenylpyridine
187242-88-2

2-chloro-3-nitro-6-phenylpyridine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite Ambient temperature;45%
With hydrogenchloride; sodium nitrite Ambient temperature;45%
With tert.-butylnitrite; copper(l) chloride In acetonitrile Heating; Inert atmosphere;33%
Multi-step reaction with 2 steps
1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere
2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere
View Scheme
7-(4-(tert-butoxycarbonyl)-piperazin-1-yl)quinoline-3-carboxylic acid
1609391-35-6

7-(4-(tert-butoxycarbonyl)-piperazin-1-yl)quinoline-3-carboxylic acid

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

C30H30N6O5
1609389-81-2

C30H30N6O5

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 0 - 20℃;41%
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

1-(3-ethylamino-6-phenyl-2-pyridyl)piperazine
198017-52-6

1-(3-ethylamino-6-phenyl-2-pyridyl)piperazine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 45 percent / NaNO2, aq. HCl / Ambient temperature
2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature
3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr
4: 77 percent / NaCNBH3 / methanol / 48 h / Ambient temperature
5: 87 percent / aq. NaOH / ethane-1,2-diol / 150 °C
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

ethyl 4-(3-amino-6-phenyl-2-pyridyl)-1-piperazinocarboxylate
198017-50-4

ethyl 4-(3-amino-6-phenyl-2-pyridyl)-1-piperazinocarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 45 percent / NaNO2, aq. HCl / Ambient temperature
2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature
3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

ethyl 4-(3-ethylamino-6-phenyl-2-pyridyl)-1-piperazinocarboxylate
198017-51-5

ethyl 4-(3-ethylamino-6-phenyl-2-pyridyl)-1-piperazinocarboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 45 percent / NaNO2, aq. HCl / Ambient temperature
2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature
3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr
4: 77 percent / NaCNBH3 / methanol / 48 h / Ambient temperature
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

ethyl 4-(3-nitro-6-phenyl-2-pyridyl)-1-piperazinocarboxylate
198017-49-1

ethyl 4-(3-nitro-6-phenyl-2-pyridyl)-1-piperazinocarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / NaNO2, aq. HCl / Ambient temperature
2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

6-phenyl-atevirdine

6-phenyl-atevirdine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 45 percent / NaNO2, aq. HCl / Ambient temperature
2: 95 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature
3: 87 percent / H2 / 10percent Pd/C / ethyl acetate / 6 h / 2700.2 Torr
4: 77 percent / NaCNBH3 / methanol / 48 h / Ambient temperature
5: 87 percent / aq. NaOH / ethane-1,2-diol / 150 °C
6: 62 percent / CDI / tetrahydrofuran / 20 h / Ambient temperature
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

3-nitro-6-phenylpyridine-2-carbonitrile

3-nitro-6-phenylpyridine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / aq. HCl, NaNO2 / Ambient temperature
2: 12 percent / dimethylformamide / 4 h / Heating
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

2-<2-Methoxy-4-(methylthio)phenyl>-5-phenylimidazo-1H-<4,5-b>pyridin
144563-53-1

2-<2-Methoxy-4-(methylthio)phenyl>-5-phenylimidazo-1H-<4,5-b>pyridin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 1.5 h / 2625.2 Torr / Ambient temperature
2: 55 percent / POCl3 / a) r.t., 15 min, 2) reflux, 5 h
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

(+/-)-2-<2-Methoxy-4-(methylsulfinyl)phenyl>-5-phenylimidazo-1H-<4,5-b>pyridin
144563-55-3

(+/-)-2-<2-Methoxy-4-(methylsulfinyl)phenyl>-5-phenylimidazo-1H-<4,5-b>pyridin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 96 percent / H2 / 10percent Pd/C / ethyl acetate / 1.5 h / 2625.2 Torr / Ambient temperature
2: 55 percent / POCl3 / a) r.t., 15 min, 2) reflux, 5 h
3: 69 percent / 30percent H2O2 / acetic acid / 24 h / Ambient temperature
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl(1-(4-((3-amino-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate
1439394-30-5

tert-butyl(1-(4-((3-amino-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
View Scheme
Multi-step reaction with 3 steps
1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere
2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
View Scheme
Multi-step reaction with 4 steps
1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere
2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere
3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate
1439394-28-1

tert-butyl (1-(4-((3-nitro-6-phenylpyridin-2-yl)amino)phenyl)cyclobutyl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere
2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere
2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere
3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate
1313881-69-4

tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
3: acetic acid / methanol / 45 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere
2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
4: acetic acid / methanol / 45 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere
2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere
3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
5: acetic acid / methanol / 45 h / 20 °C
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

A

tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate
1313881-69-4

tert-butyl (1-(4-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate

B

C32H34N6O2

C32H34N6O2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
3: acetic acid / methanol / 21 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere
2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
4: acetic acid / methanol / 21 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: tert.-butylnitrite / water; tetrahydrofuran / 14 h / 40 °C / Inert atmosphere
2: trichlorophosphate / acetonitrile / 70 - 80 °C / Inert atmosphere
3: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
5: acetic acid / methanol / 21 h / 20 °C
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine
1313881-70-7

3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
3: acetic acid / methanol / 21 h / 20 °C
4: methanesulfonic acid / 2 h / 29 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
3: acetic acid / methanol / 45 h / 20 °C
4: methanesulfonic acid / 2 h / 29 °C / Large scale
View Scheme
Multi-step reaction with 5 steps
1: copper(l) chloride; tert.-butylnitrite / acetonitrile / Heating; Inert atmosphere
2: sodium carbonate / N,N-dimethyl acetamide / 18.5 h / 100 °C
3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 22 h / 30 °C / 2068.65 Torr
4: acetic acid / methanol / 21 h / 20 °C
5: methanesulfonic acid / 2 h / 29 °C / Large scale
View Scheme
2-(4-acetylpiperazin-1-yl)acetic acid
705941-45-3

2-(4-acetylpiperazin-1-yl)acetic acid

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

C19H21N5O4

C19H21N5O4

Conditions
ConditionsYield
Stage #1: 2-(4-acetylpiperazin-1-yl)acetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 2-amino-3-nitro-6-phenylpyridine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;
150 mg
C8H11N3O2

C8H11N3O2

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

C19H18N6O3

C19H18N6O3

Conditions
ConditionsYield
Stage #1: C8H11N3O2 With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h; Cooling with ice;
Stage #2: 2-amino-3-nitro-6-phenylpyridine With sodium hydride In dichloromethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 2h;
80 mg
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl 3-((3-amino-6-phenylpyridin-2-yl)carbamoyl)-3-fluoropiperidine-1-carboxylate

tert-butyl 3-((3-amino-6-phenylpyridin-2-yl)carbamoyl)-3-fluoropiperidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: pyridine; trichlorophosphate / dichloromethane / 16 h / 0 - 20 °C
2.1: ammonium chloride / water; ethanol / 0.25 h / Reflux
2.2: 2 h / Reflux
View Scheme
2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl 3-fluoro-3-(5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)piperidine-1-carboxylate

tert-butyl 3-fluoro-3-(5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)piperidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridine; trichlorophosphate / dichloromethane / 16 h / 0 - 20 °C
2.1: ammonium chloride / water; ethanol / 0.25 h / Reflux
2.2: 2 h / Reflux
3.1: acetic acid / 1 h / 60 °C
View Scheme
1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid
934342-39-9

1-(tert-butoxycarbonyl)-3-fluoropiperidine-3-carboxylic acid

2-amino-3-nitro-6-phenylpyridine
102266-15-9

2-amino-3-nitro-6-phenylpyridine

tert-butyl 3-fluoro-3-((3-nitro-6-phenylpyridin-2-yl)carbamoyl)piperidine-1-carboxylate

tert-butyl 3-fluoro-3-((3-nitro-6-phenylpyridin-2-yl)carbamoyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With pyridine; trichlorophosphate In dichloromethane at 0 - 20℃; for 16h;0.6 g

102266-15-9Relevant articles and documents

NEW HETEROARYL AMIDE DERIVATIVES AS SELECTIVE INHIBITORS OF HISTONE DEACETYLASES 1 AND/OR 2 (HDAC1-2)

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, (2020/05/29)

The present invention relates to novel heteroaryl amide derivatives of formula (1) as selective inhibitors of histone deacetylase 1 and 2 (hdac1-2) to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said compounds for manufacturing a medicament for the treatment of pathological conditions or diseases that can improve by inhibition the activity of histone deacetylase class I, particularly HDAC1 and HDAC2, such as cancer, neurodegenerative diseases, Infectious diseases, inflammatory diseases, heart failure and cardiac hypertrophy, diabetes, polycystic kidney disease, sickle cell disease and β-thalassemia disease and to methods for the treatment of the disesases mentioned above.

PROCESS OF PREPARING 3-(3-(4-(1-AMINOCYCLOBUTYL)PHENYL)-5-PHENYL-3H-IMIDAZO[4,5-B]PYRIDIN-2-YL)PYRIDIN-2-AMINE

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Paragraph 0151; 0152, (2015/11/03)

The present invention is directed to a processes for the synthesis of 3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine:

BICYCLIC DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND USE

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Page 43, (2008/06/13)

The present invention provides a heterocyclic compound having potent tyrosine kinase-inhibiting activity represented by formula: (wherein, R1b is a C6-10 aryl group which has substituent(s), and the like; Ta is a single bond, a C1-6 alkyl group, -CH2O-, and the like; X and Y are the same or different, and each is a nitrogen atom which may have substituent(s), and the like; the broken line is a single bond or a double bond; Za is a nitrogen atom or CH; W is a single bond, an oxygen atom, and the like; Q is a C6-10 aryl group which may have substituent(s) or an aromatic heterocyclic group which may have substituent(s)); or a salt thereof and a pharmaceutical composition comprising thereof.

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