Sodium Hydroxide → 4-[4-(N-cyclohexyl-N-methyl-carbamoyl)-5-propylsulfanylpyrazol-1-yl]benzoic acid

HRID 1799362

반응식

HRID 1799362 반응식
[CH:1]1([N:7]([CH3:29])[C:8]([C:10]2[CH:11]=[N:12][N:13]([C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=3)[C:14]=2[S:15][CH2:16][CH2:17][CH3:18])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([N:7]([CH3:29])[C:8]([C:10]2[CH:11]=[N:12][N:13]([C:19]3[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:27][CH:28]=3)[C:14]=2[S:15][CH2:16][CH2:17][CH3:18])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59516065Methyl 4-[4-(N-cyclohexyl-N-methyl-carbamoyl)-5-propylsulfanyl-pyrazol-1-yl]benzoate2회

생성물 1

HCID 250055804-[4-(N-cyclohexyl-N-methyl-carbamoyl)-5-propylsulfanylpyrazol-1-yl]benzoic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 4-[4-(cyclohexyl-methyl-carbamoyl)-5-propylsulfanyl-pyrazol-1-yl]benzoate (Intermediate #4) (162 mg, 0.39 mmol) was dissolved in methanol (10 mL) and treated at ambient temperature with 2M aqueous sodium hydroxide solution (0.96 mL, 1.95 mmol). The mixture was stirred at ambient for 18 h. Methanol was removed by evaporation under reduced pressure and the clear solution diluted with water (25 ml). 2M HCl was added to pH4 and the mixture extracted with ethyl acetate (2×25 mL). The combined extracts were washed with water (2×10 mL) and brine (10 mL), dried (MgSO4) and evaporated to give the title compound as a white solid foam (150 mg, 96%).

후처리

  1. customMethanol was removed by evaporation under reduced pressure
  2. additionthe clear solution diluted with water (25 ml)
  3. addition2M HCl was added to pH4
  4. extractionthe mixture extracted with ethyl acetate (2×25 mL)
  5. washThe combined extracts were washed with water (2×10 mL) and brine (10 mL)
  6. dry with materialdried (MgSO4)
  7. customevaporated

출처 및 근거

ORD 기록
ord-58abea04c49847b393b1945bc9b6369c
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344016B2

연결된 노트

불러오는 중…