1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-methyl- (9CI)

Base Information

• Chemical Name: 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-methyl- (9CI)
• CAS No.: 5399-44-0
• Molecular Formula: C6H7 N5
• Molecular Weight: 149.155
• Hs Code.: 2933990090
• Mol file: 5399-44-0.mol

Synonyms:1H-Pyrazolo[3,4-d]pyrimidine,4-amino-3-methyl- (6CI); NSC 1634

Chemical Property of 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-methyl- (9CI)

Chemical Property:

• Vapor Pressure: 3.27E-07mmHg at 25°C
• Melting Point: >300oC
• Boiling Point: 418.5°Cat760mmHg
• PKA: 12.44±0.20(Predicted)
• Flash Point: 236.3°C
• PSA: 80.48000
• Density: 1.49g/cm³
• LogP: 0.82470
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-methyl- (9CI)

There total 4 articles about 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-methyl- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

5-amino-3-methyl-1H-pyrazole-4-carbonitrile (5453-07-6,1204294-67-6) + formamide (77287-34-4,77287-35-5,60100-09-6) → 3-methyl-4-amino-1H-pyrazolo[3,4-d]pyrimidine (5399-44-0)

Guidance literature:

for 1.5h; Heating;

Reference yield:

(1-ethoxyethylidene)malononitrile (5417-82-3) → 3-methyl-4-amino-1H-pyrazolo[3,4-d]pyrimidine (5399-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N₂H₄+H₂O

With hydrazine hydrate;

DOI:10.1021/jo01117a010

Reference yield:

acetylmalonodinitrile (1187-11-7) → 3-methyl-4-amino-1H-pyrazolo[3,4-d]pyrimidine (5399-44-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 °C

2: triethylamine / 80 °C

3: 180 °C

With triethylamine;

DOI:10.1111/cbdd.12319

upstream raw materials:

5-amino-3-methyl-1H-pyrazole-4-carbonitrile

formamide

(1-ethoxyethylidene)malononitrile

acetylmalonodinitrile

Downstream raw materials:

(4R)-4-{3-[(1S)-1-{4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl}ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}pyrrolidin-2-one

(4R)-4-{3-[(1R)-1-{4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl}ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}pyrrolidin-2-one

(4S)-4-{3-[(1S)-1-{4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl}ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}pyrrolidin-2-one

(4S)-4-{3-[(1R)-1-{4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl}ethyl]-5-chloro-2-ethoxy-6-fluorophenyl}pyrrolidin-2-one

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