Hydrochloric Acid → 3-[3-phenyl-1-[3-[2-(2-pyridyl)ethylaminocarbonyl]benzyl]-1H-pyrazol-4-yl]propionic acid

HRID 350145노트

반응식

HRID 350145 반응식
[C:1]1([C:7]2[C:11]([CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])=[CH:10][N:9]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([NH:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=4)=[O:27])[CH:21]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].C(O)C.Cl>O1CCCC1>[C:1]1([C:7]2[C:11]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:10][N:9]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([NH:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=4)=[O:27])[CH:21]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 23024725ethyl 3-[3-phenyl-1-[3-[2-(2-pyridyl)ethylaminocarbonyl)benzyl]-1H-pyrazol-4-yl]propionate

생성물 1

HCID 694239263-[3-phenyl-1-[3-[2-(2-pyridyl)ethylaminocarbonyl]benzyl]-1H-pyrazol-4-yl]propionic acid수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of ethyl 3-[3-phenyl-1-[3-[2-(2-pyridyl)ethylaminocarbonyl]benzyl]-1H-pyrazol-4-yl]propionate (450 mg), 1 N aqueous sodium hydroxide solution (2 ml), ethanol (2 ml), and tetrahydrofuran (2 ml) was stirred at room temperature for one hour. After 1 N hydrochloric acid (2 ml) was added to the reaction mixture, the reaction mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated. The obtained crystals were collected by filtration, and 3-[3-phenyl-1-[3-[2-(2-pyridyl)ethylaminocarbonyl]benzyl]-1H-pyrazol-4-yl]propionic acid (400 mg, yield: 95%) was obtained. This was recrystallized from tetrahydrofuran-hexane. Melting point: 166–167° C.

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated aqueous sodium chloride solution
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. filtrationThe obtained crystals were collected by filtration

출처 및 근거

ORD 기록
ord-3c5a62c157104c4ebf7af83b73a122ae
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179823B1

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