反応 #60793

ord-2d4c77ee1d8a4649a46509546955b256

反応方程式

CCN(C(C)C)C(C)C
DIPEA
COC(=O)CSc1ncnc(Cl)c1C=O
methyl [(6chloro-5-formylpyrimidin-4-yl)thio]acetate
COC(=O)CSc1ncnc(Cl)c1C=O
intermediate 9
COC(=O)CSc1ncnc(Cl)c1C=O
methyl [(6chloro-5-formylpyrimidin-4-yl)thio]acetate
COC(=O)c1cc2c(Cl)ncnc2s1
title compound
収率 53.9%
COC(=O)c1cc2c(Cl)ncnc2s1
Methyl 4-chlorothieno[2,3-d]pyrimidine-6-carboxylate
収率 53.9%

反応条件

温度
120°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The solvent was evaporated
  2. 2
    その他the product purified by flash chromatography on silica eluting with hexane:diethyl ether (4:1)

実験手順

DIPEA (2.1 mL) was added to methyl [(6chloro-5-formylpyrimidin-4-yl)thio]acetate (intermediate 9) (2.9 g) in cyclohexanol (50 mL) under an inert atmosphere. The reaction mixture was heated at 120° C. for 90 minutes. The solvent was evaporated and the product purified by flash chromatography on silica eluting with hexane:diethyl ether (4:1) to afford the title compound as a pale yellow solid (1.45 g, 53%);

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07427616B2uspto-grants-2008_09