Sodium Hydroxide → 4-[4-(2-Adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]-3-methyl-benzoic acid

HRID 1160515노트

반응식

HRID 1160515 반응식
[OH-].[Na+].[CH:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH:4]1[NH:13][C:14]([C:16]1[CH:17]=[N:18][N:19]([C:25]3[CH:35]=[CH:34][C:28]([C:29]([O:31]CC)=[O:30])=[CH:27][C:26]=3[CH3:36])[C:20]=1[C:21]([CH3:24])([CH3:23])[CH3:22])=[O:15])[CH2:10]2>CO>[CH:3]12[CH2:10][CH:9]3[CH2:8][CH:7]([CH2:6][CH:5]([CH2:11]3)[CH:4]1[NH:13][C:14]([C:16]1[CH:17]=[N:18][N:19]([C:25]3[CH:35]=[CH:34][C:28]([C:29]([OH:31])=[O:30])=[CH:27][C:26]=3[CH3:36])[C:20]=1[C:21]([CH3:23])([CH3:24])[CH3:22])=[O:15])[CH2:12]2

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59516141HCID 59516141, 화합물

생성물 1

HCID 250024244-[4-(2-Adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]-3-methyl-benzoic acid수율 80.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of Sodium hydroxide (1.904 mL, 3.81 mmol) was added in one portion to a stirred solution of ethyl 4-[4-(2-adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]-3-methyl-benzoate (Intermediate#113) (353 mg, 0.76 mmol) in methanol (6 mL). The resulting suspension was stiffed at 20° C. for 16 hours. The resulting mixture was evaporated to remove the methanol and washed with ether (20 mL). The reaction mixture was acidified with 2M HCl. The precipitate was collected by filtration, washed with water (10 mL) and dried under vacuum to afford 4-[4-(2-adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]-3-methyl-benzoic acid (266 mg, 80%) as a white solid.

후처리

  1. customThe resulting mixture was evaporated
  2. customto remove the methanol
  3. washwashed with ether (20 mL)
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water (10 mL)
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-407e89dee38448b5bf19bcf3ff484eaa
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816391B2

반응 노트

불러오는 중…