反応 #91985

ord-738e7f8a4dc74dc89f48de76f2f16028

反応方程式

CCOC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
(Carbethoxymethylene)triphenylphosphorane
CCOCc1nc2c(NC(c3ccccc3)(c3ccccc3)c3ccccc3)nc3cc(C=O)ccc3c2n1CC(C)(C)O
2-(ethoxymethyl)-1-(2-hydroxy-2-methylpropyl)-4-(tritylamino)-1H-imidazo[4,5-c]quinoline-7-carbaldehyde
CCOCc1nc2c(NC(c3ccccc3)(c3ccccc3)c3ccccc3)nc3cc(/C=C/C(=O)OCC)ccc3c2n1CC(C)(C)O
title compound
収率 75.4%
CCOCc1nc2c(NC(c3ccccc3)(c3ccccc3)c3ccccc3)nc3cc(/C=C/C(=O)OCC)ccc3c2n1CC(C)(C)O
Ethyl (E)-3-[2-(ethoxymethyl)-1-(2-hydroxy-2-methylpropyl)-4-(tritylamino)-1H-imidazo[4,5-c]quinolin-7-yl]prop-2-enoate
収率 75.4%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated in vacuo
  2. 2
    その他Crystallization from dichloromethane and diethyl ether

実験手順

(Carbethoxymethylene)triphenylphosphorane (422 mg, 1.21 mmol) was added to a solution of 2-(ethoxymethyl)-1-(2-hydroxy-2-methylpropyl)-4-(tritylamino)-1H-imidazo[4,5-c]quinoline-7-carbaldehyde (472 mg, 808 μmol) in dichloromethane (8 mL) under argon. The reaction mixture was stirred for 20 h at room temperature and concentrated in vacuo. Crystallization from dichloromethane and diethyl ether afforded the title compound (0.399 g, 75%) as white solid, LC-MS (UV peak area, ESI) 89%, 655.4 (MH+).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09447097B2uspto-grants-2016_09