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

HRID 2402589ノート

反応式

HRID 2402589 の反応式
[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

参加物

5

反応物 4

HCID 24758Sodium hydrideHCID 31374Dimethylacetamide2 回HCID 598182521-Benzyloxy-7-chloro-6-fluoro-isoquinolineHCID 86623504Dioxa-spiro[4.5]decan-8-ol

生成物 1

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

実験手順

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 30 minutes at room temperature a solution of 2.0 g (6.95 mmol) of 1-benzyloxy-7-chloro-6-fluoro-isoquinoline (103) 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+).

後処理

  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

出典と根拠

ORDレコード
ord-c708705694c54ecf85ac95c96260d7c6
出典データセット
uspto-grants-2014_08
特許番号
US08796458B2

反応ノート

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