Methyl iodide → HCID 54136909, 화합물

HRID 330192노트

반응식

HRID 330192 반응식
[CH2:1]([NH:5][C:6](=[O:17])[CH2:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][CH:12]=[CH:11]2)[CH2:2][CH2:3][CH3:4].[H-].[Na+].I[CH3:21]>CN(C)C=O>[CH2:1]([NH:5][C:6](=[O:17])[CH2:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH3:21])[CH:12]=[CH:11]2)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 53914725HCID 53914725, 화합물

생성물 1

HCID 54136909HCID 54136909, 화합물수율 43%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A solution of N-butylindole-5-acetamide (1.0 g) in dimethylformamide (15 ml) was added to a slurry of sodium hydride (0.11 g) in dimethylformamide (7 ml) at 0° under a nitrogen atmosphere, stirred for 1 hr at 0° and treated with iodomethane (0.3 ml). The reaction was quenched with saturated ammonium chloride solution and diluted with water. The precipitate that formed was collected by filtration, washed with water, and dried under vaccum to give N-butyl-1-methyl-indole-5-acetamide (0.46 g, 43%) as a pale yellow powder: NMR (250 MHz, CDCl3): 0.84(t, 3H, N(CH2)3CH3), 1.38-1.17(m, 4H, NCH2 (CH2)2), 3.16(q, 2H, NCH2), 3.67(s, 2H, ArCH2), 3.80(s, 3H, NCH3), 5.43(br, 1H, NH), 6.45(d, 1H, H2 -indole).

후처리

  1. customThe reaction was quenched with saturated ammonium chloride solution
  2. additiondiluted with water
  3. customThe precipitate that formed
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried under vaccum

출처 및 근거

ORD 기록
ord-3bed9257a9574a7eaf0444791fd23cbd
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04894386

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