Water → 5-(N-benzoylamino)-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

HRID 1637267노트

반응식

HRID 1637267 반응식
[NH2:1][CH:2]1[C:12]2[C:13]3[C:5](=[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.O>C(Cl)Cl>[C:27]([NH:1][CH:2]1[C:12]2[C:13]3[C:5](=[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3]1)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 101988185-Amino-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

생성물 1

HCID 193482265-(N-benzoylamino)-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A portion (70 mg) of the compound obtained in Example 81 was dissolved in anhydrous methylene chloride (15 ml) and to the solution were added triethylamine (69 μl) and benzoyl chloride (29 μl). The mixture was stirred for 1 hour at room temperature. To the reaction mixture was added water, followed by extraction with methylene chloride. The organic layer was washed with 1N aqueous solution of sodium hydroxide, water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to yield 90 mg (91%) of the titled compound.

후처리

  1. extractionfollowed by extraction with methylene chloride
  2. washThe organic layer was washed with 1N aqueous solution of sodium hydroxide, water and saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThen, the solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-e9305ab8d6404cc09a9368e43911d086
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06040331

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