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Factory Raw Material Cas 315-30-0 Antipyretic analgesics Allopurinol powder
Cas No: 315-30-0
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USD $ 55.0-65.0 / Kilogram 300 Kilogram 1000 Kilogram/Day Arshine Pharmaceutical Co., Limited Contact Supplier
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Allopurinol
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4-hydroxy-1H-pyrazolo(3,4-d)pyrimidine
Cas No: 315-30-0
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier

315-30-0 Usage

Uses

Xanthine oxidase inhibitor; decreases uric acid production. Used in treatment of hyperuricemia and chronic gout. Antiurolithic

Brand name

Lopurin (Abbott); Lopurin (BASF); Zyloprim (Promethus).

Air & Water Reactions

Insoluble in water.

Uses

antihyperuricemia, antigout, antiurolithic

Fire Hazard

Flash point data for Allopurinol are not available; however, Allopurinol is probably combustible.

General Description

Odorless tasteless white microcrystalline powder.

Chemical Properties

White to Off-White Solid

Reactivity Profile

Allopurinol is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Allopurinol darkens above 572° F, and at an indefinite high temperature, Allopurinol chars and decomposes. At 221° F, maximum stability occurs at pH 3.1- 3.4. Allopurinol decomposes in acidic and basic solutions.
InChI:InChI=1/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)

315-30-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1013002)  Allopurinol  United States Pharmacopeia (USP) Reference Standard 315-30-0 1013002-250MG 4,662.45CNY Detail
Sigma-Aldrich (A0350000)  Allopurinol  European Pharmacopoeia (EP) Reference Standard 315-30-0 A0350000 1,880.19CNY Detail
Sigma-Aldrich (PHR1377)  Allopurinol  pharmaceutical secondary standard; traceable to USP, PhEur and BP 315-30-0 PHR1377-1G 732.19CNY Detail
Alfa Aesar (A16974)  4-Hydroxy-1H-pyrazolo[3,4-d]pyrimidine, 98%    315-30-0 25g 750.0CNY Detail
Alfa Aesar (A16974)  4-Hydroxy-1H-pyrazolo[3,4-d]pyrimidine, 98%    315-30-0 5g 372.0CNY Detail
TCI America (A0907)  Allopurinol  >98.0%(T) 315-30-0 250g 1,990.00CNY Detail
TCI America (A0907)  Allopurinol  >98.0%(T) 315-30-0 25g 450.00CNY Detail

315-30-0SDS

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 allopurinol

1.2 Other means of identification

Product number -
Other names AL-100

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:315-30-0 SDS

315-30-0Synthetic route

formic acid
64-18-6

formic acid

2-cyano-3-morpholinoacrylamide
25229-97-4

2-cyano-3-morpholinoacrylamide

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

Conditions
ConditionsYield
Stage #1: 2-cyano-3-morpholinoacrylamide With hydrazine hydrate In water at 90 - 100℃;
Stage #2: formic acid; formamide at 100 - 170℃;
96%
3-methylthio-4-hydroxypyrazolo<3,4-d>pyrimidine
90914-36-6

3-methylthio-4-hydroxypyrazolo<3,4-d>pyrimidine

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

Conditions
ConditionsYield
nickel In ethanol for 40h; Heating;66%
1-({[4-(morpholinomethyl)-benzoyl]oxy}methyl)allopurinol

1-({[4-(morpholinomethyl)-benzoyl]oxy}methyl)allopurinol

A

formaldehyd
50-00-0

formaldehyd

B

4-(morpholinomethyl)benzoic acid
62642-62-0

4-(morpholinomethyl)benzoic acid

C

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

Conditions
ConditionsYield
In water at 37℃; Product distribution; phosphate buffer pH=7.4, human plasma; other N-subst. N-<<<(aminomethyl)benzoyl>oxy>methyl> drug derivatives; time course of the reaction;
3-amino-1H-pyrazole-4-carboxylic acid methyl ester
29097-00-5

3-amino-1H-pyrazole-4-carboxylic acid methyl ester

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

Conditions
ConditionsYield
at 155℃; for 11h; Temperature;
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

allopurinol sodium

allopurinol sodium

Conditions
ConditionsYield
With sodium hydroxide In water at 15 - 30℃; for 1h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;81.8%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

5-Iodo-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidine
144750-83-4

5-Iodo-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidine

Conditions
ConditionsYield
With N-iodo-succinimide In N,N-dimethyl-formamide at 110℃; for 18h;81%
2-bromo-4-chlorophenol
695-96-5

2-bromo-4-chlorophenol

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

4-chloro-2-[pyrazolo[3,4-d]pyrimidine-4-yloxy]phenol

4-chloro-2-[pyrazolo[3,4-d]pyrimidine-4-yloxy]phenol

Conditions
ConditionsYield
With caesium carbonate; copper(l) chloride In 1-methyl-pyrrolidin-2-one for 0.0833333h; Ullmann ether synthesis; microwave irradiation;80%
tris(triphenylphosphine)ruthenium(II) chloride
15529-49-4, 41756-81-4

tris(triphenylphosphine)ruthenium(II) chloride

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

C46H38Cl2N8O2P2Ru

C46H38Cl2N8O2P2Ru

Conditions
ConditionsYield
In methanol; dichloromethane for 4h; Schlenk technique; Reflux;80%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

4-chloro-1H-pyrazolo[3,4-d]pyrimidine
5399-92-8

4-chloro-1H-pyrazolo[3,4-d]pyrimidine

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate for 12h; Reflux;76%
With trichlorophosphate In N,N-dimethyl-aniline for 1h; Reflux;72%
With trichlorophosphate In N,N-dimethyl-aniline at 80℃; for 2h;70%
RuCl2(1,4-bis(diphenylphosphino)butane)(PPh3)
88496-72-4

RuCl2(1,4-bis(diphenylphosphino)butane)(PPh3)

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

C38H36Cl2N8O2P2Ru

C38H36Cl2N8O2P2Ru

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃; for 0.5h; Schlenk technique;70%
2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

8-aza-7-deaza-2'-deoxyinosine
95087-12-0

8-aza-7-deaza-2'-deoxyinosine

Conditions
ConditionsYield
With purine nucleoside phosphorylase at 50℃; pH=7; aq. phosphate buffer; Enzymatic reaction;68%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

1-bromo-2-(10β-dihydroartemisinoxy)ethane
101834-30-4

1-bromo-2-(10β-dihydroartemisinoxy)ethane

C39H56N4O11

C39H56N4O11

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2.5h;63.4%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

8-aza-7-deaza-2'-deoxyinosine
95087-12-0

8-aza-7-deaza-2'-deoxyinosine

Conditions
ConditionsYield
With purine nucleoside phosphorylase; phosphopentomutase; ribokinase; potassium chloride; ATP; manganese(ll) chloride at 40℃; for 10h; pH=7.5; aq. buffer; Enzymatic reaction; regiospecific reaction;60%
3-trifluoromethylaniline
98-16-8

3-trifluoromethylaniline

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

4-(3-trifluoromethylanilino)-1H-pyrazolo<3,4-d>pyrimidine

4-(3-trifluoromethylanilino)-1H-pyrazolo<3,4-d>pyrimidine

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 200℃; for 24h;59%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

4-chloro-3-trifluoromethyl-aniline
320-51-4

4-chloro-3-trifluoromethyl-aniline

(4-Chloro-3-trifluoromethyl-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

(4-Chloro-3-trifluoromethyl-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 200℃; for 3h;56%
3-chloro-aniline
108-42-9

3-chloro-aniline

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

(3-Chloro-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

(3-Chloro-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 200℃; for 3h;50%
3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

(3,5-Dimethyl-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

(3,5-Dimethyl-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 150℃; for 3h;48%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

1-bromo-2-(10β-dihydroartemisinoxy)ethane
101834-30-4

1-bromo-2-(10β-dihydroartemisinoxy)ethane

C22H30N4O6

C22H30N4O6

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2.5h;35.2%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

4-fluoroaniline
371-40-4

4-fluoroaniline

(4-Fluoro-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

(4-Fluoro-phenyl)-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 150℃; for 3h;31%
(2S,3R,4R,5S)-2-[N-benzyl-N-(p-toluenesulfonyl)]aminomethyl 3,4-dibenzyloxy-5-(p-toluenesulfonyl)methyl-1-N-(p-toluenesulfonyl)pyrrolidine

(2S,3R,4R,5S)-2-[N-benzyl-N-(p-toluenesulfonyl)]aminomethyl 3,4-dibenzyloxy-5-(p-toluenesulfonyl)methyl-1-N-(p-toluenesulfonyl)pyrrolidine

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

A

(2S,3R,4R,5S)-2-N-[benzyl-N-(p-toluenesulfonyl)]aminomethyl-3,4-bis(benzyloxy)-5-(N8-allopurinol)-1-N-(ptoluenesulfonyl)pyrrolidine

(2S,3R,4R,5S)-2-N-[benzyl-N-(p-toluenesulfonyl)]aminomethyl-3,4-bis(benzyloxy)-5-(N8-allopurinol)-1-N-(ptoluenesulfonyl)pyrrolidine

B

(2S,3R,4R,5S)-2-N-[benzyl-N-(p-toluenesulfonyl)]aminomethyl-3,4-bis(benzyloxy)-5-(N9-allopurinol)-1-N-(p-toluenesulfonyl)pyrrolidine

(2S,3R,4R,5S)-2-N-[benzyl-N-(p-toluenesulfonyl)]aminomethyl-3,4-bis(benzyloxy)-5-(N9-allopurinol)-1-N-(p-toluenesulfonyl)pyrrolidine

C

(2S,3R,4R,5S)-2-N-[benzyl-N-(p-toluenesulfonyl)]aminomethyl-3,4-bis(benzyloxy)-5-(N-2-allopurinol)-1-N-(p-toluenesulfonyl)pyrrolidine

(2S,3R,4R,5S)-2-N-[benzyl-N-(p-toluenesulfonyl)]aminomethyl-3,4-bis(benzyloxy)-5-(N-2-allopurinol)-1-N-(p-toluenesulfonyl)pyrrolidine

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 85℃; for 8h;A 31%
B n/a
C n/a
4-chloro-aniline
106-47-8

4-chloro-aniline

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

ETP-45852

ETP-45852

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 200℃; for 2.5h;26%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

uridine
58-96-8

uridine

1-β-D-ribofuranosyl-1H-pyrazolo<3,4-d>pyrimidin-4-one
16220-07-8

1-β-D-ribofuranosyl-1H-pyrazolo<3,4-d>pyrimidin-4-one

Conditions
ConditionsYield
With dipotassium hydrogenphosphate at 36℃; for 144h; pH 7.2, purine nucleoside phosphorylase, uridine phosphorylase;24%
aniline
62-53-3

aniline

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

N-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
99973-41-8

N-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Conditions
ConditionsYield
With phosphorus pentoxide; triethylamine hydrochloride at 150℃; for 1.5h;21%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

A

1,5-bis((6E)‐3,7,11‐trimethyldodeca‐2,6,10‐trien‐1‐yl)‐1,5‐dihydro‐4H-pyrazolo[3,4‐d]pyrimidin‐4‐one

1,5-bis((6E)‐3,7,11‐trimethyldodeca‐2,6,10‐trien‐1‐yl)‐1,5‐dihydro‐4H-pyrazolo[3,4‐d]pyrimidin‐4‐one

B

2,7‐bis((6E)-3,7,11‐trimethyldodeca‐2,6,10‐trien‐1‐yl)‐2,7‐dihydro‐4H-pyrazolo[3,4‐d]pyrimidin‐4‐one

2,7‐bis((6E)-3,7,11‐trimethyldodeca‐2,6,10‐trien‐1‐yl)‐2,7‐dihydro‐4H-pyrazolo[3,4‐d]pyrimidin‐4‐one

C

5‐((2E,6E)-3,7,11‐trimethyldodeca‐2,6,10‐trien‐1‐yl)‐5H-pyrazolo[3,4‐d]pyrimidin‐4‐ol

5‐((2E,6E)-3,7,11‐trimethyldodeca‐2,6,10‐trien‐1‐yl)‐5H-pyrazolo[3,4‐d]pyrimidin‐4‐ol

Conditions
ConditionsYield
Stage #1: 4-hydroxypyrazolo(3,4-d)pyrimidine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: farnesyl bromide In N,N-dimethyl-formamide at 70℃; for 27h; Inert atmosphere;
A 12%
B 4%
C 21%
C10H10Cl4N2O2

C10H10Cl4N2O2

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

2-(pyridin-2-yl)ethyl N-(2,2,2-trichloro-1-(4-hydroxy-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)carbamate

2-(pyridin-2-yl)ethyl N-(2,2,2-trichloro-1-(4-hydroxy-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)carbamate

Conditions
ConditionsYield
In dichloromethane; acetonitrile at 20 - 60℃; Inert atmosphere;7.22%
trans-geranyl bromide
6138-90-5

trans-geranyl bromide

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

(E)-5‐(3,7‐dimethylocta‐2,6‐dien‐1‐yl)‐5H-pyrazolo[3,4‐d]pyrimidin‐4‐ol

(E)-5‐(3,7‐dimethylocta‐2,6‐dien‐1‐yl)‐5H-pyrazolo[3,4‐d]pyrimidin‐4‐ol

Conditions
ConditionsYield
Stage #1: 4-hydroxypyrazolo(3,4-d)pyrimidine With sodium carbonate; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: trans-geranyl bromide In N,N-dimethyl-formamide for 24h; Inert atmosphere;
2%
2E,6E,10E-geranylgeranyl bromide
50848-64-1

2E,6E,10E-geranylgeranyl bromide

4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

1,5‐bis((2E,6E,10E)-3,7,11,15‐tetramethylhexadeca‐2,6,10,14‐tetraen‐1‐yl)‐1,5‐dihydro‐4H-pyrazolo[3,4‐d]pyrimidin‐4‐one

1,5‐bis((2E,6E,10E)-3,7,11,15‐tetramethylhexadeca‐2,6,10,14‐tetraen‐1‐yl)‐1,5‐dihydro‐4H-pyrazolo[3,4‐d]pyrimidin‐4‐one

Conditions
ConditionsYield
Stage #1: 4-hydroxypyrazolo(3,4-d)pyrimidine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 2E,6E,10E-geranylgeranyl bromide In N,N-dimethyl-formamide for 27h; Inert atmosphere;
2%
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

oxypurinol
2465-59-0

oxypurinol

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid at 25℃; Mechanism; presence of xanthine-oxidase, pH=8; inhibition of xanthine-oxidase;
With sodium hydroxide; air; Mo(VI)-xanthine oxidase In phosphate buffer pH=7.5; Irradiation;
With bovine xanthine oxidase at 25℃; for 0.0833333h; pH=7.8; aq. buffer; Enzymatic reaction;
4-hydroxypyrazolo(3,4-d)pyrimidine
315-30-0

4-hydroxypyrazolo(3,4-d)pyrimidine

methanesulfonic acid 2-(7-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)-octahydro-pyrido[1,2-a]pyrazin-7-ylmethyl ester

methanesulfonic acid 2-(7-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)-octahydro-pyrido[1,2-a]pyrazin-7-ylmethyl ester

(7RS,9aRS)-2-furan-2-yl-5-[7-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxymethyl)octahydropyrido[1,2-a]pyrazin-2-yl][1,2,4]triazolo[1,5-a][1,3,5]triazin-7-ylamine

(7RS,9aRS)-2-furan-2-yl-5-[7-(1H-pyrazolo[3,4-d]pyrimidin-4-yloxymethyl)octahydropyrido[1,2-a]pyrazin-2-yl][1,2,4]triazolo[1,5-a][1,3,5]triazin-7-ylamine

Conditions
ConditionsYield
Stage #1: 4-hydroxypyrazolo(3,4-d)pyrimidine With sodium hydride In N,N-dimethyl-formamide at 50℃; for 2h;
Stage #2: methanesulfonic acid 2-(7-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)-octahydro-pyrido[1,2-a]pyrazin-7-ylmethyl ester In N,N-dimethyl-formamide at 100℃; for 24h;

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