Potassium Carbonate → 5-(1,4-Diazepan-1-yl)-2-pyridinyl phenyl sulfone methanesulfonic acid salt

HRID 23875

反応式

HRID 23875 の反応式
[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13](Cl)=[CH:12][N:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-:18].[K+].[K+].[NH:23]1[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>CN(C=O)C>[CH3:10][S:7]([OH:8])(=[O:9])=[O:18].[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([N:23]3[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[CH:12][N:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 68163Hexahydro-1,4-diazepineHCID 101989402-Benzenesulfonyl-5-chloropyridine

生成物 1

HCID 102877475-(1,4-Diazepan-1-yl)-2-pyridinyl phenyl sulfone methanesulfonic acid salt収率 11.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
85 °C

実験手順

To a mixture of 5-chloro-2-pyridinyl phenyl sulfone (2.0 g, 7.9 mmol) in DMF (50 mL) was added potassium carbonate (2.5 g, 18 mmol) and homopiperazine (1.7 g, 17 mmol). The mixture was heated at 85° C. for 72 h. The mixture then was removed from heat and partitioned between water and ethyl acetate. The layers were separated and the organic layer washed twice with water (2×100 ml). The organic layer was dried over anhydrous magnesium sulfate and concentrated. Column chromatography (silica gel, 75 mL) using 5% CH3OH in CH2Cl2 with 0.7% NH4OH and conversion to the methanesulfonate salt gave 0.182 g of the title compound; IR (drift) 1570, 1304, 1240, 1223, 1207, 1196, 1178, 1145, 1112, 1059, 1052, 785, 715, 688, 645 cm−1. 1H NMR (DMSO-d6) δ2.0, 3.1, 3.2, 3.38, 3.56, 3.78, 7.26, 7.64, 7.88, 8.21, 8.67.

後処理

  1. customThe mixture then was removed
  2. temperaturefrom heat
  3. custompartitioned between water and ethyl acetate
  4. customThe layers were separated
  5. washthe organic layer washed twice with water (2×100 ml)
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-57c79025038d40cb8650cc9c2598fcb7
出典データセット
uspto-grants-2005_02
特許番号
US06855709B2

関連ノート

読み込み中…