4-Hydroxymethylpyridine → Ethyl 5-trifluoromethyl-1-[(pyrid-4-yl)methyl]-1H-indole-2-carboxylate

HRID 19743

反応式

HRID 19743 の反応式
N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O.[F:19][C:20]([F:36])([F:35])[C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][C:25]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:24]2.[N:37]1[CH:42]=[CH:41][C:40]([CH2:43]O)=[CH:39][CH:38]=1.C(P(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[F:36][C:20]([F:35])([F:19])[C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[N:26]([CH2:43][C:40]1[CH:41]=[CH:42][N:37]=[CH:38][CH:39]=1)[C:25]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:24]2

参加物

6

反応物 4

HCID 114724-HydroxymethylpyridineHCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 17389890Ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate

生成物 1

HCID 68431838Ethyl 5-trifluoromethyl-1-[(pyrid-4-yl)methyl]-1H-indole-2-carboxylate収率 77.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A solution of 1.47 g (5.83 mmol) of 1,1′-(azodicarbonyl)dipiperidine in 50 ml of toluene is added dropwise to a solution of 1 g (3.89 mmol) of ethyl 5-trifluoromethyl-1H-indole-2-carboxylate, 0.63 g (5.83 mmol) of 4-pyridylcarbinol and 1.46 ml (5.83 mmol) of tributylphosphine in 50 ml of toluene. The reaction mixture is stirred overnight at room temperature and then concentrated under reduced pressure and chromatographed on a column of silica (eluent: dichloromethane/methanol). 1.05 g of expected product are obtained.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customchromatographed on a column of silica (eluent: dichloromethane/methanol)

出典と根拠

ORDレコード
ord-e1512384160041ed81db09ff569b2607
出典データセット
uspto-grants-2010_06
特許番号
US07745467B2

関連ノート

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