Sodium Hydroxide → 4-[4-(1-Adamantylcarbamoyl)-5-propylsulfanyl-pyrazol-1-yl]benzoic acid

HRID 1799361노트

반응식

HRID 1799361 반응식
[C:1]12([NH:11][C:12]([C:14]3[CH:15]=[N:16][N:17]([C:23]4[CH:32]=[CH:31][C:26]([C:27]([O:29]C)=[O:28])=[CH:25][CH:24]=4)[C:18]=3[S:19][CH2:20][CH2:21][CH3:22])=[O:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH-].[Na+]>CO>[C:1]12([NH:11][C:12]([C:14]3[CH:15]=[N:16][N:17]([C:23]4[CH:32]=[CH:31][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=4)[C:18]=3[S:19][CH2:20][CH2:21][CH3:22])=[O:13])[CH2:8][CH:7]3[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]3)[CH2:10]1)[CH2:2]2

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59516107Methyl 4-[4-(1-adamantylcarbamoyl)-5-propylsulfanyl-pyrazol-1-yl]benzoate2회

생성물 1

HCID 250055794-[4-(1-Adamantylcarbamoyl)-5-propylsulfanyl-pyrazol-1-yl]benzoic acid수율 94%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 4-[4-(1-adamantylcarbamoyl)-5-propylsulfanyl-pyrazol-1-yl]benzoate (143 mg, 0.32 mmol) (Intermediate #3) was dissolved in methanol and treated at ambient temperature with 2M aqueous sodium hydroxide solution. 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 (132 mg, 94%).

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-43fec1819daf4f64be87b79044d8a794
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344016B2

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