Water → (4-{[(6-Chloro-3-{[(3-chlorophenyl)methyl]oxy}-2-fluorophenyl)carbonyl]amino}phenyl)acetic acid

HRID 1879123ノート

反応式

HRID 1879123 の反応式
[OH-].[Li+].[Cl:3][C:4]1[C:9]([C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22]CC)=[O:21])=[CH:15][CH:14]=2)=[O:11])=[C:8]([F:25])[C:7]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=2)=[CH:6][CH:5]=1.O>O1CCOCC1>[Cl:3][C:4]1[C:9]([C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=[O:21])=[CH:15][CH:14]=2)=[O:11])=[C:8]([F:25])[C:7]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=2)=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 59163349Ethyl (4-{[(6-chloro-3-{[(3-chlorophenyl)methyl]oxy}-2-fluorophenyl)carbonyl]amino}phenyl)acetate

生成物 1

HCID 24957187(4-{[(6-Chloro-3-{[(3-chlorophenyl)methyl]oxy}-2-fluorophenyl)carbonyl]amino}phenyl)acetic acid収率 32%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Lithium hydroxide monohydate (12 mg, 0.281 mmol) was added to a solution of ethyl (4-{[(6-chloro-3-{[(3-chlorophenyl)methyl]oxy}-2-fluorophenyl)carbonyl]amino}phenyl)acetate (91 mg, 0.192 mmol in dioxane (2 ml) and water (1 ml) and the reaction was stirred at room temperature overnight. The solvent was evaporated, the residue dissolved in water (5 ml) and acidified (2M HCl, pH˜1). The aqueous layer was extracted with ethyl acetate, the organics dried (Na2SO4) and the solvent evaporated to afford a colourless solid which was collected by filtration. This was purified by mass directed auto-prep (MDAP) to afford the title compound as a colourless solid (28 mg, 32%).

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in water (5 ml)
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialthe organics dried (Na2SO4)
  5. customthe solvent evaporated
  6. customto afford a colourless solid which
  7. filtrationwas collected by filtration
  8. customThis was purified by mass

出典と根拠

ORDレコード
ord-0b539bbeb7c844769870bd215afea26f
出典データセット
uspto-grants-2012_11
特許番号
US08314147B2

反応ノート

読み込み中…