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Sodium Hydroxide → 1-{4-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-4-carboxylic acid

HRID 1510269
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반응식

HRID 1510269 반응식
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]3[N:22]=[C:23]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[O:24][C:25]=3[C:26]([F:29])([F:28])[F:27])=[O:20])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[C:30]1([C:23]2[O:24][C:25]([C:26]([F:27])([F:28])[F:29])=[C:21]([C:19]([NH:18][C:15]3[CH:14]=[CH:13][C:12]([N:9]4[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]4)=[CH:17][CH:16]=3)=[O:20])[N:22]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 576521271-{4-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-4-carboxylic acid ethyl ester

생성물 1

HCID 576521231-{4-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-4-carboxylic acid수율 77.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-4-carboxylic acid ethyl ester (1.1 g, 2.3 mmol) in 20 mL of MeOH was treated with 2.8 mL (5.6 mmol) of 2 N NaOH, and the reaction mixture was stirred at room temperature overnight. The resulting mixture was then concentrated to remove most of the MeOH solvent. The residue was then neutralized with concentrated HCl. A white precipitate formed. The product was then collected by filtration, washed with water, triturated with ether, and dried to furnish 0.82 g of 1-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-4-carboxylic acid. This material was used in the next step without further purification.

후처리

  1. concentrationThe resulting mixture was then concentrated
  2. customto remove most of the MeOH solvent
  3. customA white precipitate formed
  4. filtrationThe product was then collected by filtration
  5. washwashed with water
  6. customtriturated with ether
  7. customdried

출처 및 근거

ORD 기록
ord-f11f89c525524c439b48764bbe76f897
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211914B2

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