反応 #1994319

ord-1cdf99082f43436785d4964c83502195

反応方程式

COc1cc(C(=O)Nc2c(C)cc3c[nH]nc3c2C(=O)NC(C)C)n(-c2ncccc2Cl)n1
6-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-5-methyl-2H-indazole-7-carboxylic acid isopropylamide
CCN(C(C)C)C(C)C
diisopropylethylamine
COCCl
chloro-methoxy-methane
COCn1cc2cc(C)c(NC(=O)c3cc(OC)nn3-c3ncccc3Cl)c(C(=O)NC(C)C)c2n1
title compound
COCn1cc2cc(C)c(NC(=O)c3cc(OC)nn3-c3ncccc3Cl)c(C(=O)NC(C)C)c2n1
6-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-2-methoxymethyl-5-methyl-2H-indazole-7-carboxylic acid isopropylamide

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The resulting reaction mixture
  2. 2
    濃縮The reaction mixture was concentrated in vacuo
  3. 3
    その他Purification of the residue by flash-chromatography (SiO2, CH2Cl2/acetone 7:3)

実験手順

A mixture of 6-{[2-(3-chloro-pyridin-2-yl)-5-methoxy-2H-pyrazole-3-carbonyl]-amino}-5-methyl-2H-indazole-7-carboxylic acid isopropylamide (500 mg, 1.07 mmol) and diisopropylethylamine (225 μL, 1.2 mmol) in THF (10 mL) was treated dropwise with chloro-methoxy-methane (90 μL, 1.2 mmol). The resulting reaction mixture was stirred for 2 hours at ambient temperature. The reaction mixture was concentrated in vacuo. Purification of the residue by flash-chromatography (SiO2, CH2Cl2/acetone 7:3) afforded the title compound as a colorless crystalline solid. M.p. 148° C., LC/MS:512/514 (M+H)+.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08598078B2uspto-grants-2013_12