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Benzyl chloroformate → HCID 70226091, 화합물

HRID 1531550
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HRID 1531550 반응식
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].C(N(C(C)C)CC)(C)C.[CH3:21][C:22]1[CH:23]=[C:24]([C:29]2[NH:30][C:31]3[C:36]([CH:37]=2)=[CH:35][C:34]([NH2:38])=[CH:33][CH:32]=3)[CH:25]=[C:26]([CH3:28])[CH:27]=1>>[CH2:5]([O:4][C:2](=[O:3])[NH:38][C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[NH:30][C:29]([C:24]1[CH:23]=[C:22]([CH3:21])[CH:27]=[C:26]([CH3:28])[CH:25]=1)=[CH:37]2)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
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참가 물질

4

반응물 3

HCID 10387Benzyl chloroformateHCID 81531DiisopropylethylamineHCID 212541012-(3,5-Dimethylphenyl)-1H-indol-5-amine

생성물 1

HCID 70226091HCID 70226091, 화합물

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온도
0 °C

실험 절차

To a solution of 2-(3,5-dimethylphenyl)-5-amino-1H-indole (1.16 g in 60 mL dry methylene chloride) at −60 ° C. was added 0.86 mL benzyl chloroformate followed by 1 mL diisopropylethylamine and the mixture warmed slowly to 0° C. After 45 minutes, the reaction was quenched by the addition of saturated aqueous ammonium chloride and the mixture extracted with methylene chloride. The organic portion was washed with brine, dried over sodium sulfate and concentrated in vacuo. Purification by flash chromatography (hexane:methylene chloride:ethyl acetate, 8:8:1; then 7:7:1) gave the title compound (1.68 g).

후처리

  1. customthe reaction was quenched by the addition of saturated aqueous ammonium chloride
  2. extractionthe mixture extracted with methylene chloride
  3. washThe organic portion was washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography (hexane

출처 및 근거

ORD 기록
ord-8612b79a90164243839f49b48a763104
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06197975B1

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