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

HRID 1890358노트

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HRID 1890358 반응식
[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]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178505196HCID 178505196, 화합물

생성물 1

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

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온도
80 °C

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-fad94973a17643529353dace7a9a58b8
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507473B2

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