Sodium hydride → 1-Benzyloxy-7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-isoquinoline

HRID 402523노트

반응식

HRID 402523 반응식
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)CCO1.[H-].[Na+].[CH2:14]([O:21][C:22]1[C:31]2[C:26](=[CH:27][C:28](F)=[C:29]([Cl:32])[CH:30]=2)[CH:25]=[CH:24][N:23]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH3:34][C:35](N(C)C)=[O:36]>>[CH2:14]([O:21][C:22]1[C:31]2[C:26](=[CH:27][C:28]([O:11][CH:8]3[CH2:7][CH2:6][C:5]4([O:1][CH2:34][CH2:35][O:36]4)[CH2:10][CH2:9]3)=[C:29]([Cl:32])[CH:30]=2)[CH:25]=[CH:24][N:23]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

5

반응물 4

HCID 24758Sodium hydrideHCID 31374Dimethylacetamide2회HCID 598182521-Benzyloxy-7-chloro-6-fluoro-isoquinolineHCID 86623504Dioxa-spiro[4.5]decan-8-ol

생성물 1

HCID 598182631-Benzyloxy-7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-isoquinoline

실험 절차

1.26 g (8.34 mmol) of dioxa-spiro[4.5]decan-8-ol were dissolved in 50 ml of dimethyl acetamide and 695.2 mg (17.4 mmol) of sodium hydride (60%) were added. After stirring for 30 minutes at room temperature a solution of 2.0 g (6.95 mmol) of 1-benzyloxy-7-chloro-6-fluoro-isoquinoline (11) in 50 ml of dimethyl acetamide was added and stirring was continued at room temperature. After 1 h the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried with magnesium sulfate and evaporated, which gave 3.30 g of the crude product, which was used without further purification. Rt=2.05 min (Method C). Detected mass: 426.5 (M+H+).

후처리

  1. additionwas added
  2. customwas continued at room temperature
  3. customAfter 1 h the solvent was removed under reduced pressure
  4. dissolutionThe residue was dissolved in dichloromethane
  5. washwashed with water
  6. dry with materialThe organic layer was dried with magnesium sulfate
  7. customevaporated

출처 및 근거

ORD 기록
ord-7ab359a7fa37474181c14e7573f67415
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742116B2

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