Hydrochloric Acid → AM-432

HRID 1625669ノート

反応式

HRID 1625669 の反応式
C([O:3][C:4](=[O:38])[CH2:5][C:6]1[CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:21]=[N:22][C:23]([O:26][CH2:27][CH3:28])=[CH:24][CH:25]=3)=[CH:16][C:15]=2[CH2:29][N:30]([C:33]([CH:35]2[CH2:37][CH2:36]2)=[O:34])[CH2:31][CH3:32])[C:9]([O:12][CH3:13])=[CH:10][CH:11]=1)C.[OH-].[Li+].Cl>O1CCCC1.O>[CH:35]1([C:33]([N:30]([CH2:29][C:15]2[CH:16]=[C:17]([C:20]3[CH:21]=[N:22][C:23]([O:26][CH2:27][CH3:28])=[CH:24][CH:25]=3)[CH:18]=[CH:19][C:14]=2[C:8]2[C:9]([O:12][CH3:13])=[CH:10][CH:11]=[C:6]([CH2:5][C:4]([OH:38])=[O:3])[CH:7]=2)[CH2:31][CH3:32])=[O:34])[CH2:36][CH2:37]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58149167[2'-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4'-(6-ethoxy-pyridin-3-yl)-6-methoxy-biphenyl-3-yl]-acetic acid ethyl ester

生成物 1

HCID 50901658AM-432

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

[2′-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4′-(6-ethoxy-pyridin-3-yl)-6-methoxy-biphenyl-3-yl]-acetic acid ethyl ester (0.296 g, 0.573 mmol) in tetrahydrofuran (5 mL) and water was treated with lithium hydroxide (0.090 g, 2.14 mmol) and the reaction was stirred at room temperature. When the reaction was complete by analytical LCMS, the mixture was acidified with 1N aqueous hydrochloric acid and extracted three times with ethyl acetate. The combined organic layers were dried and concentrated, and the residue was purified by preparative HPLC to give the title compound.

後処理

  1. extractionextracted three times with ethyl acetate
  2. customThe combined organic layers were dried
  3. concentrationconcentrated
  4. customthe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-5500dd54098e49a19d75764d125ccc1a
出典データセット
uspto-grants-2014_07
特許番号
US08785393B2

反応ノート

読み込み中…