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

HRID 1352875ノート

反応式

HRID 1352875 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-619a76e4b76f4a168abe12753b2f43fa
出典データセット
uspto-grants-2007_05
特許番号
US07220773B2

反応ノート

読み込み中…