2-Fluorobenzenesulphonyl chloride → 2-(2-Fluoro-benzenesulfonyl)-octahydro-pyrido[1,2-a]pyrazin-6-one

HRID 2194362ノート

反応式

HRID 2194362 の反応式
[CH2:1]1[NH:6][CH2:5][CH2:4][N:3]2[C:7](=[O:11])[CH2:8][CH2:9][CH2:10][CH:2]12.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19](Cl)(=[O:21])=[O:20]>C(Cl)Cl.CC#N>[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19]([N:6]1[CH2:5][CH2:4][N:3]2[C:7](=[O:11])[CH2:8][CH2:9][CH2:10][CH:2]2[CH2:1]1)(=[O:21])=[O:20]

参加物

5

反応物 2

HCID 1377612-Fluorobenzenesulphonyl chlorideHCID 22562193Hexahydro-1H-pyrido[1,2-a]pyrazin-6(2H)-one

生成物 1

HCID 441929292-(2-Fluoro-benzenesulfonyl)-octahydro-pyrido[1,2-a]pyrazin-6-one収率 44.3%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of octahydro-pyrido[1,2-a]pyrazin-6-one (compound of Description 12, 20 mg, 0.13 mmol) in DCM (1 ml), TEA (16 mg, 0.16 mmol) and a solution of 2-fluoro-benzenesulfonyl chloride (25 mg, 0.13 mmol) in CH3CN (1 ml) were added at 0° C. After stirring 3 hours at room temperature, the solvent was evaporated. The residue was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by flash chromatography (from DCM to DCM/MeOH/32% NH4OH 95/5/0.5 respectively) to afford the title compound (18 mg, 44% yield).

後処理

  1. customthe solvent was evaporated
  2. customThe residue was partitioned between water and ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated under reduced pressure
  6. customThe residue was purified by flash chromatography (from DCM to DCM/MeOH/32% NH4OH 95/5/0.5 respectively)

出典と根拠

ORDレコード
ord-139eec7709f44ef88444b5518247a3d6
出典データセット
uspto-grants-2012_12
特許番号
US08334286B2

反応ノート

読み込み中…