1-Propanesulfonyl chloride → HCID 86677181、化合物

HRID 929356ノート

反応式

HRID 929356 の反応式
Cl.[NH2:2][C:3]1[C:4]([F:30])=[C:5]([C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[CH:18][C:17]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)=[N:16]3)=[O:12])[C:6]([F:10])=[C:7]([F:9])[CH:8]=1.[CH2:31]([S:34](Cl)(=[O:36])=[O:35])[CH2:32][CH3:33]>C(Cl)Cl>[Cl:29][C:26]1[CH:25]=[CH:24][C:23]([C:17]2[CH:18]=[N:19][C:20]3[C:15]([N:16]=2)=[CH:14][C:13]([C:11]([C:5]2[C:4]([F:30])=[C:3]([N:2]([S:34]([CH2:31][CH2:32][CH3:33])(=[O:36])=[O:35])[S:34]([CH2:31][CH2:32][CH3:33])(=[O:36])=[O:35])[CH:8]=[C:7]([F:9])[C:6]=2[F:10])=[O:12])=[CH:22][CH:21]=3)=[CH:28][CH:27]=1

参加物

4

反応物 2

HCID 662791-Propanesulfonyl chlorideHCID 86677182HCID 86677182、化合物

生成物 1

HCID 86677181HCID 86677181、化合物収率 40.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (3-amino-2,5,6-trifluorophenyl)(3-(4-chlorophenyl)quinoxalin-6-yl)methanone hydrochloride (100 mg, 0.24 mmol, 1.0 eq.) in DCM (10 mL) were added TEA (242 mg, 2.4 mmol, 10.0 eq.) and propane-1-sulfonyl chloride (172 mg, 1.2 mmol, 5.0 eq.). The resulting mixture was stirred at rt for 1 h, then concentrated. The resulting residue was dissolved in EA (10 mL) and washed with saturated NaHCO3 solution, dried over anhydrous Na2SO4, filtered and concentrated. The resulting residue was purified by flash column chromatography (PE/EA=4/1, v/v) to afford N-(3-(3-(4-chlorophenyl)quinoxaline-6-carbonyl)-2,4,5-trifluorophenyl)-N- (propylsulfonyl)propane-1-sulfonamide (50 mg, 40.3%).

後処理

  1. concentrationconcentrated
  2. dissolutionThe resulting residue was dissolved in EA (10 mL)
  3. washwashed with saturated NaHCO3 solution
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting residue was purified by flash column chromatography (PE/EA=4/1

出典と根拠

ORDレコード
ord-a3bb13f36f51410d923c5ace09f2bffc
出典データセット
uspto-grants-2016_03
特許番号
US09295671B2

反応ノート

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