Lithium Hydroxide → (2S)-2-{3-[(1E)-3-(2-{[(3-ethylphenyl)amino]carbonyl}-1H-pyrrol-1-yl)prop-1-enyl]phenoxy}propanoic acid

HRID 1352875노트

반응식

HRID 1352875 반응식
[CH2:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([C:12]2[N:13]([CH2:17]/[CH:18]=[CH:19]/[C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C@@H:27]([CH3:36])[C:28](N4CCOCC4)=[O:29])[CH:21]=3)[CH:14]=[CH:15][CH:16]=2)=[O:11])[CH:6]=[CH:7][CH:8]=1)[CH3:2].[OH-:37].[Li+]>O1CCCC1.CO.O>[CH2:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([C:12]2[N:13]([CH2:17]/[CH:18]=[CH:19]/[C:20]3[CH:21]=[C:22]([CH:23]=[CH:24][CH:25]=3)[O:26][C@@H:27]([CH3:36])[C:28]([OH:37])=[O:29])[CH:14]=[CH:15][CH:16]=2)=[O:11])[CH:6]=[CH:7][CH:8]=1)[CH3:2]

참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 69142288N-(3-ethylphenyl)-1-[(2E)-3-(3-{[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]oxy}phenyl)prop-2-enyl]-1H-pyrrole-2-carboxamide

생성물 1

HCID 58863575(2S)-2-{3-[(1E)-3-(2-{[(3-ethylphenyl)amino]carbonyl}-1H-pyrrol-1-yl)prop-1-enyl]phenoxy}propanoic acid수율 88%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of N-(3-ethylphenyl)-1-[(2E)-3-(3-{[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]oxy}phenyl)prop-2-enyl]-1H-pyrrole-2-carboxamide (348 mg, 0.714 mmol) in tetrahydrofuran (4 ml), methanol (4 ml) and an aqueous 1N lithium hydroxide (6 ml) was stirred for 6 hours at 50° C. The reaction mixture was diluted with water, washed with diethyl ether. The aqueous layer was acidified with diluted hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated sodium chloride solution and dried over magnesium sulfate. The solvent was removed to give the subject compound (264 mg, 88%).

후처리

  1. washwashed with diethyl ether
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialan aqueous saturated sodium chloride solution and dried over magnesium sulfate
  5. customThe solvent was removed

출처 및 근거

ORD 기록
ord-619a76e4b76f4a168abe12753b2f43fa
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220773B2

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