Water → (R)-4-(4-((4'-chlorobiphenyl-2-yl)(dimethoxyphosphoryloxy)methyl)piperidin-1-yl)benzoic acid

HRID 1771226ノート

反応式

HRID 1771226 の反応式
[OH-].[Li+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C@H:16]([O:34][P:35]([O:39][CH3:40])([O:37][CH3:38])=[O:36])[CH:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:33]=[CH:32][C:26]([C:27]([O:29]CC)=[O:28])=[CH:25][CH:24]=3)[CH2:19][CH2:18]2)=[CH:6][CH:5]=1.C1COCC1.O>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C@H:16]([O:34][P:35]([O:37][CH3:38])([O:39][CH3:40])=[O:36])[CH:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:33]=[CH:32][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=3)[CH2:19][CH2:18]2)=[CH:6][CH:5]=1

参加物

6

反応物 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 58080150(R)-ethyl 4-(4-((4'-chlorobiphenyl-2-yl)(dimethoxyphosphoryloxy)methyl)piperidin-1-yl)benzoate2 回

生成物 1

HCID 58080233(R)-4-(4-((4'-chlorobiphenyl-2-yl)(dimethoxyphosphoryloxy)methyl)piperidin-1-yl)benzoic acid収率 57%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
35 °C

実験手順

A mixture of lithium hydroxide (107 mg, 4.48 mmol), (R)-ethyl 4-(4-((4′-chlorobiphenyl-2-yl)(dimethoxyphosphoryloxy)methyl)piperidin-1-yl)benzoate (INTERMEDIATE 121, 500 mg, 0.9 mmol), THF (10 ml), water (2.5 ml), and MeOH (2.5 ml) was heated at 35° C. overnight. The reaction mixture was concentrated under reduced pressure, diluted with water (10 ml) and acidified with an aqueous solution of 6 N HCl, resulting in a precipitate. The solid was collected by filtration to give the title compound (270 mg, yield: 57%). The title compound was used in the preparation of EXAMPLE 30 without further purification.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with water (10 ml)
  3. customresulting in a precipitate
  4. filtrationThe solid was collected by filtration

出典と根拠

ORDレコード
ord-7c93764992994763ab20f4d9d1f1dba5
出典データセット
uspto-grants-2016_02
特許番号
US09248140B2

反応ノート

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