Sodium hydride → HCID 57652582, 화합물

HRID 1930221노트

반응식

HRID 1930221 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[Br:17][C:18]1[CH:27]=[C:26]2[C:21]([CH:22]=[CH:23][N:24]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=3)[C:25]2=[O:28])=[CH:20][C:19]=1F>CC(N(C)C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][C:18]=2[Br:17])[C:25](=[O:28])[N:24]([CH2:29][C:30]2[CH:31]=[CH:32][C:33]([O:36][CH3:37])=[CH:34][CH:35]=2)[CH:23]=[CH:22]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 598182577-bromo-6-fluoro-2-(4-methoxybenzyl)isoquinolin-1(2H)-one

생성물 1

HCID 57652582HCID 57652582, 화합물

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

126 mg (0.625 mmol) of 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester were dissolved in 2.5 mL of dimethylacteamide and 30 mg (0.75 mmol) of NaH (60% purity) were added at room temperature. After 15 minutes 181 mg (0.5 mmol) of 7-bromo-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (313) were added and stirring was continued at room temperature. After 5.5 h the solvent was removed i. vac. After adding saturated sodium bicarbonatesodium bicarbonate solution, the mixture was extracted twice with dichloromethane. The organic layers were dried with MgSO4 and evaporated. After final purification by preparative HPLC, 182 mg of the product could be isolated. Rt=1.93 min (Method C). Detected mass: 543.5/545.5 (M+H+).

후처리

  1. customwas continued at room temperature
  2. customAfter 5.5 h the solvent was removed i
  3. additionAfter adding saturated sodium bicarbonatesodium bicarbonate solution
  4. extractionthe mixture was extracted twice with dichloromethane
  5. dry with materialThe organic layers were dried with MgSO4
  6. customevaporated
  7. customAfter final purification by preparative HPLC, 182 mg of the product
  8. customcould be isolated

출처 및 근거

ORD 기록
ord-7999c2aaa4714c91aad27fb660bd1dbe
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188117B2

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