Water → 2-N-methyl-6-fluoro-1-isoquinolinone

HRID 575553

反応式

HRID 575553 の反応式
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[NH:9][CH:8]=[CH:7]2.[CH3:15]I.O>CN(C=O)C.C(OCC)(=O)C>[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[N:9]([CH3:15])[CH:8]=[CH:7]2

参加物

7

反応物 4

HCID 962WaterHCID 6328Methyl iodide2 回HCID 24758Sodium hydrideHCID 450908026-Fluoroisoquinolin-1(2H)-one

生成物 1

HCID 693999762-N-methyl-6-fluoro-1-isoquinolinone収率 107.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

Sodium hydride (60% in mineral oil) (211 mg, 5.27 mmol) was added to 6-fluoro-1,2-dihydroisoquinolin-1-one (716 mg, 4.39 mmol) in anhydrous DMF (6 mL) cooled in an ice bath. The mixture was stirred for about 30 min at room temperature and methyl iodide (0.328 mL, 5.27 mmol) was added dropwise. After 1 h, the reaction was judged to be about 60% complete and additional methyl iodide (0.2 mL, 3.2 mmol) was added. After about 1 h, ice and water and ethyl acetate were added to the mixture. After extractive work up with ethyl acetate, the title compound (836 mg) was obtained as a cream solid and carried on without purification.

後処理

  1. temperaturecooled in an ice bath
  2. waitAfter 1 h
  3. waitAfter about 1 h

出典と根拠

ORDレコード
ord-0e5454cf6fb4431a84ed25aa1fe6640b
出典データセット
uspto-grants-2015_05
特許番号
US09034900B2

関連ノート

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