Triethylamine → N-(1H-indol-3-ylmethyl)-N-methylacrylamide

HRID 1361964ノート

反応式

HRID 1361964 の反応式
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].[CH3:6][NH:7][CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1.CCN(CC)CC>C(Cl)Cl>[NH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]([CH2:8][N:7]([CH3:6])[C:1](=[O:4])[CH:2]=[CH2:3])=[CH:10]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 96388N-Methyl-1H-indole-3-methanamine

生成物 1

HCID 22139147N-(1H-indol-3-ylmethyl)-N-methylacrylamide収率 80.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Acryloyl chloride (0.33 mL, 4.10 mmole) was added to a solution of 3-(methylaminomethyl)-1H-indole (0.60 g, 3.70 mmole) and Et3N (1.03 mL, 7.40 mmole) in CH2Cl2 (30 mL) at 0° C. The reaction was held at 0° C. for ten minutes, then was stirred overnight at RT. The solution was concentrated in vacuo and the residue was diluted with water. The solution was extracted with ethyl acetate, and the combined organic extracts were washed with brine and dried over Na2SO4. The title compound (0.64 g, 80%) was obtained as a light yellow solid: MS (ES) m/e 215 (M+H)+.

後処理

  1. waitThe reaction was held at 0° C. for ten minutes
  2. concentrationThe solution was concentrated in vacuo
  3. additionthe residue was diluted with water
  4. extractionThe solution was extracted with ethyl acetate
  5. washthe combined organic extracts were washed with brine
  6. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-1db8ad2f3249479a9cc30891196aa35d
出典データセット
uspto-grants-2011_02
特許番号
US07879872B2

反応ノート

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