Diisopropylethylamine → HCID 10273764, 화합물

HRID 1635853노트

반응식

HRID 1635853 반응식
[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[NH:7][CH2:6][C:5]=12.C(N(C(C)C)CC)(C)C.[F:24][C:25]([F:41])([F:40])[C:26]1[CH:30]=[CH:29][N:28]([C:31]2[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=2)[N:27]=1>ClCCl>[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]([C:35]([C:34]3[CH:33]=[CH:32][C:31]([N:28]4[CH:29]=[CH:30][C:26]([C:25]([F:41])([F:24])[F:40])=[N:27]4)=[CH:39][CH:38]=3)=[O:36])[CH2:6][C:5]=12

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27807004-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoyl chlorideHCID 1554704810,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine

생성물 1

HCID 10273764HCID 10273764, 화합물수율 84.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]-benzodiazepine (0.88 g) and diisopropylethylamine (0.66 g) in dichloromethane (50 ml) was added the 4-(3-trifluoromethylpyrazol-1-yl)benzoyl chloride (1.40 g). After stirring at room temperature for 18 hours, the reaction mixture was washed with water and saturated aqueous sodium bicarbonate. The dichloromethane solution was dried over anhydrous sodium sulfate and filtered through a short column of hydrous sodium magnesium silicate and further eluted with several volumes of dichloromethane. The combined organic phase was concentrated on a hot plate with the gradual addition of hexane until crystallization occurred. After cooling, the crystals were collected by filtration to yield the title compound (1.70 g), m.p. 166-167° C.; MS, m/z: 423.3 (M+H)+, 845.4 (2M+H)+.

후처리

  1. washthe reaction mixture was washed with water and saturated aqueous sodium bicarbonate
  2. dry with materialThe dichloromethane solution was dried over anhydrous sodium sulfate
  3. filtrationfiltered through a short column of hydrous sodium magnesium silicate
  4. washfurther eluted with several volumes of dichloromethane
  5. concentrationThe combined organic phase was concentrated on a hot plate with the gradual addition of hexane until crystallization
  6. temperatureAfter cooling
  7. filtrationthe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-704277415c82455ab4a7b45c3aa2528a
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06511974B1

반응 노트

불러오는 중…