Methylamine → N,1-dimethyl-1H-indole-3-carboxamide

HRID 18225

반응식

HRID 18225 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]([O:13]C)=O)=[CH:3]1.[CH3:15][NH2:16]>>[CH3:15][NH:16][C:11]([C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:2]([CH3:1])[CH:3]=1)=[O:13]

참가 물질

3

반응물 2

HCID 6329MethylamineHCID 842006Methyl 1-methyl-1H-indole-3-carboxylate

생성물 1

HCID 5152277N,1-dimethyl-1H-indole-3-carboxamide수율 56%

실험 절차

A suspension of methyl 1-methyl-1H-indole-3-carboxylate (4.30 g, 22.74 mmole) in 40% aqueous CH3NH2 (400 mL) was stirred at RT. The flask was tightly stoppered to keep the material inside the flask. As the reaction proceeded the product began to precipitate. The reaction was stirred at RT for 3 days, then was concentrated to remove approximately 200 mL of the solvent. The remaining residue was diluted with H2O (500 mL), and the solid was collected by suction filtration and washed with H2O. Flash chromatography on silica gel (ethyl acetate) gave the title compound (2.4 g, 56%) as a white solid: MS (ES) m/e 189 (M+H)+.

후처리

  1. customto precipitate
  2. stirringThe reaction was stirred at RT for 3 days
  3. concentrationwas concentrated
  4. customto remove approximately 200 mL of the solvent
  5. additionThe remaining residue was diluted with H2O (500 mL)
  6. filtrationthe solid was collected by suction filtration
  7. washwashed with H2O

출처 및 근거

ORD 기록
ord-c1ac374e4a4c438fa14d007432dbc4f1
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741339B2

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