Sodium hydride → HCID 57652582、化合物

HRID 1930221ノート

反応式

HRID 1930221 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 57652582HCID 57652582、化合物

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-7999c2aaa4714c91aad27fb660bd1dbe
出典データセット
uspto-grants-2012_05
特許番号
US08188117B2

反応ノート

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