2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol

Base Information

• Chemical Name: 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol
• CAS No.: 1451010-32-4
• Molecular Formula: C₁₃H₁₀ClFN₄O
• Molecular Weight: 292.7

Synonyms:2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol

Chemical Property of 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol

Chemical Property:

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Technology Process of 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol

There total 2 articles about 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol 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: 66.0%

2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanone (1451010-29-9) → 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol (1451010-32-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.07.069

Reference yield:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) → 2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol (1451010-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2013.07.069

Reference yield: 60.0%

2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanol (1451010-32-4) → 4-chloro-1-[2-chloro-2-(4-fluorophenyl)ethyl]-1H-pyrazolo[3,4-d]-pyrimidine (1013930-73-8)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.07.069

upstream raw materials:

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

2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-(4-fluorophenyl)ethanone

Downstream raw materials:

4-chloro-1-[2-chloro-2-(4-fluorophenyl)ethyl]-1H-pyrazolo[3,4-d]-pyrimidine

1-[2-chloro-2-(4-fluorophenyl)ethyl]-N-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

(Z)-4-((1-(4-fluorostyryl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol

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