Sodium Bicarbonate → HCID 53793513, 화합물

HRID 1979479노트

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HRID 1979479 반응식
C(=O)(O)[O-].[Na+].Br[CH:7]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=[CH:8]1.[O:15]=[C:16]1[NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[NH:19][CH2:18][CH:17]1[NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29]>CN(C)C=O>[O:15]=[C:16]1[NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[N:19]([CH:7]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=[CH:8]2)[CH2:18][CH:17]1[NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 5491503-BromocycloocteneHCID 154908313-Tert-butoxycarbonylamino-1,3,4,5-tetrahydrobenzo[b][1,4]diazepin-2-one

생성물 1

HCID 53793513HCID 53793513, 화합물수율 44.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

Sodium bicarbonate (606 mg) and 3-bromocyclooctene (1.36 g) were added to a solution of 2-oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (1 g) in N,N-dimethylformamide (20 ml), the mixture was stirred overnight at 80° C. After the reaction mixture was allowed to cool, ice-water was added thereto, extracted with ethyl acetate, the organic layer was washed with saturated brine. The resultant mixture was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and diisopropyl ether was added to the residue for crystallization, and collected by filtration, to thereby obtain 615 mg of the title compound as the mixture of diastereomer compounds.

후처리

  1. temperatureto cool
  2. extractionextracted with ethyl acetate
  3. washthe organic layer was washed with saturated brine
  4. dry with materialThe resultant mixture was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure, and diisopropyl ether
  6. additionwas added to the residue for crystallization
  7. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-b7eb6116ec344084b3f41a227c168e48
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06239131B1

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