Benzyl 2,4-difluoro-3-formylphenylcarbamate

Base Information

• Chemical Name: Benzyl 2,4-difluoro-3-formylphenylcarbamate
• CAS No.: 918524-07-9
• Molecular Formula: C15H11F2NO3
• Molecular Weight: 291.254
• Mol file: 918524-07-9.mol

Synonyms:(2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester;Benzyl (2,4-difluoro-3-formylphenyl)carbamate;

Chemical Property of Benzyl 2,4-difluoro-3-formylphenylcarbamate

Chemical Property:

• PSA: 55.40000
• LogP: 3.59900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl 2,4-difluoro-3-formylphenylcarbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 2,4-difluoro-3-formylphenylcarbamate

There total 3 articles about Benzyl 2,4-difluoro-3-formylphenylcarbamate 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: 93.0%

benzyl 2,4-difluorophenylcarbamate (112434-18-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (918524-07-9)

Guidance literature:

benzyl 2,4-difluorophenylcarbamate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - -70 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; hexane; water; pH=1;

Reference yield:

2,4-difluorophenylamine (367-25-9,76563-56-9) → (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (918524-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 1.5 h / 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 20 °C

With pyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (918524-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 1.5 h / 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 20 °C

With pyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

benzyl 2,4-difluorophenylcarbamate

N,N-dimethyl-formamide

2,4-difluorophenylamine

benzyl chloroformate

Downstream raw materials:

{2,4-difluoro-3-[hydroxy-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methyl]-phenyl}-carbamic acid methyl ester

{2,4-difluoro-3-[hydroxy-(7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methyl]-phenyl}-carbamic acid benzyl ester

{3-[(5-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluorophenyl}-carbamic acid benzyl ester

{2,4-difluoro-3-[hydroxy-(4-hydroxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methyl]-phenyl}-carbamic acid methyl ester

Refernces

• 1、 -. "PYRROLO [2, 3-B] PYRIDINE DERIVATIVES FOR THE INHIBITION OF RAF KINASES". Page/Page column 42. . Retrieved 2010/10/03.
• 2、 -. "COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR". Page/Page column 46. . Retrieved 2009/12/05.