2-[(4-amino-3-cyano-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methoxy]ethyl acetate

Base Information

• Chemical Name: 2-[(4-amino-3-cyano-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methoxy]ethyl acetate
• CAS No.: 122949-64-8
• Molecular Formula: C₁₁H₁₂N₆O₃
• Molecular Weight: 276.255
• Mol file: 122949-64-8.mol

Synonyms:4-amino-3-cyano-1-<(2-acetoxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine;1H-Pyrazolo[3,4-d]pyrimidine-3-carbonitrile,1-[[2-(acetyloxy)ethoxy]methyl]-4-amino;

Chemical Property of 2-[(4-amino-3-cyano-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methoxy]ethyl acetate

Chemical Property:

• Vapor Pressure: 1.84E-11mmHg at 25°C
• Melting Point: 184-185 °C(Solv: ethanol (64-17-5))
• Boiling Point: 533.6°C at 760 mmHg
• PKA: 1.84±0.30(Predicted)
• Flash Point: 276.5°C
• PSA: 128.94000
• Density: 1.52g/cm³
• LogP: 0.39858

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(4-amino-3-cyano-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methoxy]ethyl acetate

There total 1 articles about 2-[(4-amino-3-cyano-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methoxy]ethyl acetate 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:

4-amino-3-cyano-pyrazolo<3,4-d>pyrimidine (6826-96-6) + 2-acetoxyethoxymethyl bromide (81777-40-4) → 4-amino-3-cyano-1-<(2-acetoxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine (122949-64-8)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 78 deg C, 2.) 78 deg C, 4 h;

DOI:10.1021/jm00169a027

Reference yield: 39.0%

4-amino-3-cyano-1-<(2-acetoxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine (122949-64-8) → 4-amino-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine-3-carboxamide (122949-67-1)

Guidance literature:

With dihydrogen peroxide; sodium hydrogencarbonate; In 1,4-dioxane; for 1h; Ambient temperature;

DOI:10.1021/jm00169a027

Reference yield: 37.0%

sodium methylate (124-41-4) + 4-amino-3-cyano-1-<(2-acetoxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine (122949-64-8) → methyl 4-amino-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine-3-formimidate (122949-65-9)

Guidance literature:

In methanol; for 1h; Ambient temperature;

DOI:10.1021/jm00169a027

upstream raw materials:

4-amino-3-cyano-pyrazolo<3,4-d>pyrimidine

2-acetoxyethoxymethyl bromide

Downstream raw materials:

methyl 4-amino-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine-3-formimidate

4-amino-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine-3-carboxamide

4-amino-3-cyano-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine

4-amino-1-<(2-hydroxyethoxy)methyl>pyrazolo<3,4-d>pyrimidine-3-thiocarboxamide