Trichloroacetyl chloride → 2,2,2-Trichloro-1-{10-[(2-methoxy-2'-methyl-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone

HRID 2244196노트

반응식

HRID 2244196 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([N:11]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15][N:14]3[CH:22]=[CH:23][CH:24]=[C:13]3[CH2:12]2)=[O:10])[CH:6]=[CH:5][C:4]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH3:31].C(N(CC)CC)C.[Cl:39][C:40]([Cl:45])([Cl:44])[C:41](Cl)=[O:42]>ClCCl>[Cl:39][C:40]([Cl:45])([Cl:44])[C:41]([C:22]1[N:14]2[C:13]([CH2:12][N:11]([C:9]([C:7]3[CH:6]=[CH:5][C:4]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[CH3:31])=[C:3]([O:2][CH3:1])[CH:8]=3)=[O:10])[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15]2)=[CH:24][CH:23]=1)=[O:42]

참가 물질

5

반응물 3

HCID 6420Trichloroacetyl chlorideHCID 8471TriethylamineHCID 6867947010-[(2-Methoxy-2'-methyl-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

생성물 1

HCID 160388252,2,2-Trichloro-1-{10-[(2-methoxy-2'-methyl-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone수율 87.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 10-[(2-methoxy-2′-methyl-1,1′-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine of Step E (21 mmol) and triethylamine (43 mmol) in anhydrous dichloromethane (45 mL) was cooled in an ice bath. To the stirred solution was added, dropwise, trichloroacetyl chloride (65 mmol). The mixture was allowed to stir at ambient temperature for 72 hours. The solution was washed with 0.1 N hydrochloric acid and brine and dried over anhydrous sodium sulfate. Evaporation gave a green foam. This was crystallized by heating in ethyl acetate and chloroform to give 10.2 g of the title compound as a white powder (85%), m.p. 221-222° C.

후처리

  1. additionTo the stirred solution was added
  2. washThe solution was washed with 0.1 N hydrochloric acid and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customEvaporation
  5. customgave a green foam
  6. customThis was crystallized
  7. temperatureby heating in ethyl acetate

출처 및 근거

ORD 기록
ord-cd52534f9c78481c905f8b9e6a0a02d4
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07678787B2

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