Sodium Hydroxide → 1-{4-[5-(2-Fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester

HRID 2407505ノート

反応式

HRID 2407505 の反応式
[OH-].[Na+].[CH2:3]([O:10][C:11]([C:13]1([C:44]([O:46]CC2C=CC=CC=2)=[O:45])[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]3[N:30]=[C:29]([C:31]4[CH:36]=[CH:35][C:34]([C:37]5[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=5)=[C:33]([F:43])[CH:32]=4)[O:28][N:27]=3)=[CH:22][CH:21]=2)[CH2:15][CH2:14]1)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH2:3]([O:10][C:11]([C:13]1([C:44]([OH:46])=[O:45])[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:21]=[CH:22][C:23]([C:26]3[N:30]=[C:29]([C:31]4[CH:36]=[CH:35][C:34]([C:37]5[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=5)=[C:33]([F:43])[CH:32]=4)[O:28][N:27]=3)=[CH:24][CH:25]=2)[CH2:15][CH2:14]1)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 595094331-{4-[5-(2-Fluorobiphenyl-4-yl)-1,2,4-oxadiazole-3-yl]benzyl}piperidine-4,4-dicarboxylic acid dibenzyl ester

生成物 1

HCID 595094311-{4-[5-(2-Fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

An aqueous solution (50 mL) of sodium hydroxide (1.7 g, 0.043 mol) is added to a stirred solution of 1-{4-[5-(2-fluorobiphenyl-4-yl)-1,2,4-oxadiazole-3-yl]benzyl}piperidine-4,4-dicarboxylic acid dibenzyl ester (18.3 g, 0.027 mol) in tetrahydrofuran (150 mL). The reaction mixture is stirred overnight at room temperature and then concentrated under reduced pressure. The residue is acidified to pH ˜6 with diluted hydrochloric acid to give a solid which is filtered and washed with diethylether (100 mL) to furnish 1-{4-[5-(2-fluorobiphenyl-4-yl)-1,2,4-oxadiazole-3-yl]benzyl}piperidine-4,4-dicarboxylic acid mono benzyl ester.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customto give a solid which
  3. filtrationis filtered
  4. washwashed with diethylether (100 mL)

出典と根拠

ORDレコード
ord-c34be227dbbe445e834007c521940477
出典データセット
uspto-grants-2014_08
特許番号
US08809539B2

反応ノート

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