Hydrochloric Acid → 3-[4-({4-[[(4-Phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoic acid

HRID 732190노트

반응식

HRID 732190 반응식
[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][N:13]([CH2:34][CH2:35][CH3:36])[C:14]3[CH:33]=[CH:32][C:17]([CH2:18][O:19][C:20]4[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([O:30]C)=[O:29])=[CH:22][CH:21]=4)=[CH:16][CH:15]=3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)C.[OH-].[Na+].Cl>O.O1CCCC1>[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][N:13]([CH2:34][CH2:35][CH3:36])[C:14]3[CH:33]=[CH:32][C:17]([CH2:18][O:19][C:20]4[CH:21]=[CH:22][C:23]([CH2:26][CH2:27][C:28]([OH:30])=[O:29])=[CH:24][CH:25]=4)=[CH:16][CH:15]=3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 23143239Methyl 3-[4-({4-[[(4-phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoate

생성물 1

HCID 231433083-[4-({4-[[(4-Phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoic acid수율 32.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of methyl 3-[4-({4-[[(4-phenyl-1,3-thiazol-2-yl)methyl](propyl)amino]benzyl}oxy)phenyl]propanoate (240 mg, 0.48 mmol), ethanol (5 mL) and tetrahydrofuran (5 mL) was added 2N aqueous sodium hydroxide solution (2 mL), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with water, neutralized with 1N hydrochloric acid, and extracted with ethyl acetate. The organic layer was concentrated and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4-4:1 in volume ratio) to give the title compound (75 mg, yield 32%) as colorless prism crystals (recrystallized from acetone-heptane).

후처리

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic layer was concentrated
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4-4:1 in volume ratio)

출처 및 근거

ORD 기록
ord-2f6b5c8e72f045e192ac59750c6db139
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585880B2

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