Tetrahydrofuran → {Acetyl-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-phenyl]-amino}-acetic acid

HRID 547859ノート

反応式

HRID 547859 の反応式
C([O:3][C:4](=[O:34])[CH2:5][N:6]([C:31](=[O:33])[CH3:32])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=3[O:29][CH3:30])=[CH:17][CH:16]=2)[CH:8]=1)C.O.[OH-].[Li+].O1CCCC1>O>[C:31]([N:6]([CH2:5][C:4]([OH:34])=[O:3])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][O:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=3[O:29][CH3:30])=[CH:19][CH:20]=2)[CH:8]=1)(=[O:33])[CH3:32]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 67153758{Acetyl-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-phenyl]-amino}-acetic acid ethyl ester

生成物 1

HCID 52920348{Acetyl-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-phenyl]-amino}-acetic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a round bottom flask containing {acetyl-[3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-phenyl]-amino}-acetic acid ethyl ester (10 mg, 0.02 mmol) was added lithium hydroxide hydrate (2 mg, 0.05 mmol), tetrahydrofuran (0.5 mL) and water (0.5 mL). The reaction was stirred at room temperature overnight, diluted with ethyl acetated (25 mL) and washed with aqueous HCl (0.1 M, 25 mL) and brine (25 mL), dried over magnesium sulfate, concentrated and dried from hexanes/methylene chloride mixtures to yield {acetyl-[3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-phenyl]-amino}-acetic acid as an off white solid (12 mg, 127%) LC-MS (ES) calculated for C24H21F2NO5, 441.14; found m/z 442 [M+H]+.

後処理

  1. additiondiluted with ethyl
  2. washwashed with aqueous HCl (0.1 M, 25 mL) and brine (25 mL)
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. dry with materialdried from hexanes/methylene chloride

出典と根拠

ORDレコード
ord-fd45a76fe6e941f98acab9155f279e98
出典データセット
uspto-grants-2011_05
特許番号
US07939569B1

反応ノート

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