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

HRID 1913130ノート

反応式

HRID 1913130 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-3fc5a68d1dac46e4842b1fc46a315b18
出典データセット
uspto-grants-2013_12
特許番号
US08609691B2

反応ノート

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