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Sodium Hydroxide → 2-(2-(1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-3-phenylpropanoic acid

HRID 1750432
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HRID 1750432 반응식
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH:22]([CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]([O:25]CC)=[O:24])[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.C1COCC1.O.Cl>[C:1]([N:5]1[C:9]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH:22]([CH2:28][C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:23]([OH:25])=[O:24])[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]
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HCID 14798Sodium HydroxideHCID 86721274ethyl 2-(2-(1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-3-phenylpropanoate

생성물 1

HCID 867212752-(2-(1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-3-phenylpropanoic acid수율 87%

시약·촉매·용매 4

HCID 313Hydrochloric Acid용매HCID 702Ethanol
용매
HCID 962Water용매
HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a mixed solution of the compound (14 mg, 0.03 mmol) obtained in step 1 in ethanol (1.0 mL) and THF (1.0 mL) was added 1N aqueous sodium hydroxide solution (0.059 mL, 0.06 mmol) at room temperature, and the mixture was stirred at 60° C. for 3 hr. The reaction mixture was diluted with water, 1N hydrochloric acid was added until the mixture became pH 2-3, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried, and the solvent was evaporated under reduced pressure to give 2-(2-(1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-3-phenylpropanoic acid (11.4 mg, 0.025 mmol, 87%) as a colorless oil.

후처리

  1. additionwas added until the mixture
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-afdc700198664071a78b89fc81addd99
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09156837B2

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