4-Fluorobenzenesulfonyl chloride → HCID 178473725、化合物

HRID 849423ノート

反応式

HRID 849423 の反応式
Cl.Cl.Cl.[NH:4]1[CH:8]=[C:7]([CH2:9][N:10]2[C:16]3[CH:17]=[CH:18][C:19]([C:21]4[CH:22]=N[CH:24]=[CH:25][CH:26]=4)=[CH:20][C:15]=3[CH2:14][N:13]([C:27](=[O:32])[C:28](F)(F)F)[CH:12]([CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:11]2)[N:6]=[CH:5]1.[C:40]([O-])(O)=O.[Na+].FC1C=CC(S([Cl:55])(=O)=O)=CC=1.[OH-].[Na+].[NH4+].[OH-]>C(Cl)Cl.CO>[ClH:55].[C:27]([N:13]1[CH2:14][C:15]2[CH:20]=[C:19]([C:21]3[CH:22]=[CH:40][CH:24]=[CH:25][CH:26]=3)[CH:18]=[CH:17][C:16]=2[N:10]([CH2:9][C:7]2[N:6]=[CH:5][NH:4][CH:8]=2)[CH2:11][C@H:12]1[CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)(=[O:32])[CH3:28]

参加物

8

反応物 5

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 14923Ammonium HydroxideHCID 516892Sodium BicarbonateHCID 178478619HCID 178478619、化合物

生成物 1

HCID 178473725HCID 178473725、化合物収率 50%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of Compound B (150 mg, 0.6 mmol) in methylene chloride with saturated NaHCO3 solution was added 4-fluorobenzenesulfonyl chloride (300 mg, 1.55 mmol). The mixture was stirred at room temperature for 18 h and diluted with methanol. 10 N NaOH was added and the mixture was stirred for 2 h. Concentrated NH4OH was added and the mixture was stirred for 18 h and concentrated in vacuo. The residue was partitioned between ethyl acetate and saturated NaHCO3. The organic layer was separated, dried over MgSO4, and concentrated in vacuo. The residue was purified by chromatography (1:4, ethyl acetate and hexanes) to give Compound C as an oil (120 mg, 50%).

後処理

  1. stirringthe mixture was stirred for 2 h
  2. stirringthe mixture was stirred for 18 h
  3. concentrationconcentrated in vacuo
  4. customThe residue was partitioned between ethyl acetate and saturated NaHCO3
  5. customThe organic layer was separated
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by chromatography (1:4, ethyl acetate and hexanes)

出典と根拠

ORDレコード
ord-67a0bf240dfb49b39fda6d5c365abd66
出典データセット
uspto-grants-2000_01
特許番号
US06011029

反応ノート

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