Ammonium Hydroxide → HCID 10200034, 화합물

HRID 1635884노트

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HRID 1635884 반응식
C[O:2][C:3]1[CH:8]=[C:7]([N:9]2[CH:13]=[CH:12][C:11]([CH3:14])=[N:10]2)[CH:6]=[CH:5][C:4]=1[C:15]([N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][N:20]2[CH:28]=[CH:29][CH:30]=[C:19]2[CH2:18]1)=[O:16].B(Br)(Br)Br.[OH-].[NH4+]>ClCCl>[OH:2][C:3]1[CH:8]=[C:7]([N:9]2[CH:13]=[CH:12][C:11]([CH3:14])=[N:10]2)[CH:6]=[CH:5][C:4]=1[C:15]([N:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][N:20]2[CH:28]=[CH:29][CH:30]=[C:19]2[CH2:18]1)=[O:16]

참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 25134Boron tribromideHCID 10200885HCID 10200885, 화합물

생성물 1

HCID 10200034HCID 10200034, 화합물수율 24%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-78 °C

실험 절차

[2-Methoxy-4-(3-methyl-pyrazol-1-yl)-phenyl](5H,11H-pyrrolo[2,1-c][1,4]-benzodiazepin-10-yl) methanone (0.82 g) from Example 107 was dissolved in dichloromethane (20 ml) and cooled to −78° C. Boron tribromide (6.2 ml) was added and the reaction stirred at 0° C. for five minutes. Ammonium hydroxide (15 ml) was added and extracted with dichloromethane. The organic phase was washed with brine and dried over anhydrous magnesium sulfate. The solid was removed by filtration and the solvent removed in vacuo. The residue was purified by flash column chromatography on silica pressure eluting with hexane/ethyl acetate (3/1 then 2/1) to afford 0.19 g of the title compound as a colorless solid, m.p. 134-136° C.

후처리

  1. extractionextracted with dichloromethane
  2. washThe organic phase was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solid was removed by filtration
  5. customthe solvent removed in vacuo
  6. customThe residue was purified by flash column chromatography on silica pressure
  7. washeluting with hexane/ethyl acetate (3/1

출처 및 근거

ORD 기록
ord-77a4fcd287e3471091f23d65fee15711
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06511974B1

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