Sodium Iodide → HCID 57917701、化合物

HRID 1878387ノート

反応式

HRID 1878387 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][NH:13][C@@H:12]([CH:16]([CH3:18])[CH3:17])[CH2:11]2)=[O:9])=[CH:4][C:3]=1[F:19].[C:20]([NH:24][C:25](=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32]Cl)[CH:27]=1)([CH3:23])([CH3:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:32][C:28]3[CH:27]=[C:26]([CH:31]=[CH:30][CH:29]=3)[C:25]([NH:24][C:20]([CH3:23])([CH3:21])[CH3:22])=[O:34])[C@@H:12]([CH:16]([CH3:17])[CH3:18])[CH2:11]2)=[O:9])=[CH:4][C:3]=1[F:19]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 43156221N-tert-butyl-3-(chloromethyl)benzamideHCID 57917636HCID 57917636、化合物

生成物 1

HCID 57917701HCID 57917701、化合物収率 46.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

(S)-(4-Amino-3-fluorophenyl)(3-isopropylpiperazin-1-yl)methanone (0.754 mmol, 200 mg), N-tert-butyl-3-(chloromethyl)benzamide (0,754 mmol, 170 mg), potassium carbonate (1.508 mmol, 208 mg) and sodium iodide (0.075 mmol, 11.30 mg) were dissolved in acetonitrile (20 mL) and heated at reflux for 3 hours. The reaction was concentrated under vacuum and the crude material dissolved in ethyl acetate and washed with water, dried over sodium sulphate and concentration under vacuum. The crude residue was then purified by column chromatography (eluting with dichloromethane to dichloromethane/methanol (1% to 5%)) to give the title compound (160 mg) as an off white solid. MS (ESI) m/z 456.4 [M+H]+

後処理

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. concentrationThe reaction was concentrated under vacuum
  4. dissolutionthe crude material dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialdried over sodium sulphate and concentration under vacuum
  7. customThe crude residue was then purified by column chromatography (eluting with dichloromethane to dichloromethane/methanol (1% to 5%))

出典と根拠

ORDレコード
ord-57502aaec10d45c281ba2c3cfd853e7c
出典データセット
uspto-grants-2012_11
特許番号
US08314091B2

反応ノート

読み込み中…