Phosphorus oxychloride → 2-Chloro-3-cyclohexyl-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonate

HRID 1890358ノート

反応式

HRID 1890358 の反応式
[CH3:1][S:2]([O:5][C:6]1[N:11]=[C:10]2[N:12]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[C:13](O)=[N:14][C:9]2=[CH:8][CH:7]=1)(=[O:4])=[O:3].O=P(Cl)(Cl)[Cl:24]>>[CH3:1][S:2]([O:5][C:6]1[N:11]=[C:10]2[N:12]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[C:13]([Cl:24])=[N:14][C:9]2=[CH:8][CH:7]=1)(=[O:4])=[O:3]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178505196HCID 178505196、化合物

生成物 1

HCID 866552622-Chloro-3-cyclohexyl-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonate

反応条件

温度
80 °C

実験手順

3-Cyclohexyl-2-hydroxy-3H-imidazo[4,5-b]pyridin-5-yl methanesulfonate (0.4 g, 1.285 mmol) and POCl3 (2.395 ml, 25.7 mmol) were placed in a sealed tube and heated to 80° C. for 48 h. The volatiles were removed under reduced pressure. The residue was dissolved in aqueous NaHCO3 giving a basic solution. The solution was further diluted with water and extracted with EtOAc. The combined organics was dried over MgSO4 and concentrated to give the title compound without further purification. LCMS m/z=330.30 [M+H]+.

後処理

  1. customThe volatiles were removed under reduced pressure
  2. dissolutionThe residue was dissolved in aqueous NaHCO3 giving a basic solution
  3. additionThe solution was further diluted with water
  4. extractionextracted with EtOAc
  5. dry with materialThe combined organics was dried over MgSO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-fad94973a17643529353dace7a9a58b8
出典データセット
uspto-grants-2013_08
特許番号
US08507473B2

反応ノート

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