Sodium hydride → 7-Chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one

HRID 2370287노트

반응식

HRID 2370287 반응식
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)CCO1.[H-].[Na+].[Cl:14][C:15]1[CH:24]=[C:23]2[C:18]([CH:19]=[CH:20][N:21]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[C:22]2=[O:25])=[CH:17][C:16]=1F.[CH3:36][C:37](N(C)C)=[O:38]>>[Cl:14][C:15]1[CH:24]=[C:23]2[C:18]([CH:19]=[CH:20][N:21]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=3)[C:22]2=[O:25])=[CH:17][C:16]=1[O:11][CH:8]1[CH2:7][CH2:6][C:5]2([O:1][CH2:36][CH2:37][O:38]2)[CH2:10][CH2:9]1

참가 물질

5

반응물 4

HCID 24758Sodium hydrideHCID 31374Dimethylacetamide2회HCID 598182477-Chloro-6-fluoro-2-[(4-methoxyphenyl)methyl]isoquinolin-1(2H)-oneHCID 86623504Dioxa-spiro[4.5]decan-8-ol

생성물 1

HCID 592260607-Chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one

실험 절차

1.49 g (9.44 mmol) of dioxa-spiro[4.5]decan-8-ol were dissolved in 30 ml of dimethyl acetamide and 283 mg (11.8 mmol) of sodium hydride (60%) were added. After stirring for 30 min at room temperature a solution of 2.50 g (7.87 mmol) of 7-chloro-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (10) in 20 ml of dimethyl acetamide was added and stirring was continued at room temperature. After the reaction went to completion 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. Purification by silica gel chromatography yielded 1.84 g of the title compound. Rt=2.00 min (Method B). Detected mass: 456.1 (M+H+).

후처리

  1. additionwas added
  2. customwas continued at room temperature
  3. customwas 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
  8. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-0de23a87067a4fe1896378e4471efaa6
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710077B2

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