(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile

Base Information

• Chemical Name: (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile
• CAS No.: 1403332-39-7
• Molecular Formula: C₁₃H₁₁ClF₂N₄
• Molecular Weight: 296.707
• Mol file: 1403332-39-7.mol

Synonyms:(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile

Chemical Property of (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile

There total 7 articles about (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile 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:

2-Chloro-3,6-difluoro-4-(1H-pyrazol-5-yl)benzonitrile (1403332-37-5) + (S)-2-t-butoxycarbonylaminopropan-1-ol (79069-13-9) → (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile (1403332-39-7)

Guidance literature:

2-Chloro-3,6-difluoro-4-(1H-pyrazol-5-yl)benzonitrile; (S)-2-t-butoxycarbonylaminopropan-1-ol; With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With hydrogenchloride; ethanol; In tetrahydrofuran;

With sodium hydroxide; In water; pH=12;

Reference yield:

2-Chloro-3,6-difluoro-4-(1H-pyrazol-5-yl)benzonitrile (1403332-37-5) + tert-butyl (1-hydroxypropan-2-yl)carbamate (147252-84-4,79069-13-9,106391-86-0,127516-56-7) + di-tert-butyl (E)-azodicarboxylate (870-50-8) → (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile (1403332-39-7)

Guidance literature:

With hydrogenchloride; triphenylphosphine; In tetrahydrofuran; ethanol;

Reference yield:

2-Chloro-3,6-difluoroaniline (287172-80-9) → (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile (1403332-39-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide / acetonitrile / 0 - 20 °C

1.2: 0.17 h

2.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane / 50 - 80 °C

3.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 4.33 h / 75 °C

4.1: 1-methyl-pyrrolidin-2-one / 7 h / 170 °C

4.2: 0.33 h

5.1: hydrogenchloride; ethanol / 20 °C

6.1: triphenylphosphine; di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.3: pH 12

With hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; tert.-butylnitrite; ethanol; di-tert-butyl-diazodicarboxylate; sodium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; acetonitrile;

upstream raw materials:

2-Chloro-3,6-difluoro-4-(1H-pyrazol-5-yl)benzonitrile

(S)-2-t-butoxycarbonylaminopropan-1-ol

2-Chloro-3,6-difluoroaniline

2-Chloro-3,6-difluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)-aniline

Downstream raw materials:

(S)-N-(1-(3-(3-Chloro-4-cyano-2,5-difluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)-2-methyl-1H-imidazole-5-carboxamide

(S)-N-(1-(3-(3-Chloro-4-cyano-2,5-difluorophenyl)-1H-pyrazol-1-yl)-propan-2-yl)-2-(2-hydroxypropan-2-yl)oxazole-5-carboxamide

Refernces

• 1、 -. "ANDROGEN RECEPTOR MODULATING CARBOXAMIDES". Page/Page column 25. . Retrieved 2012/11/07.