HCID 11733796, compound → HCID 10928815, compound

HRID 2270412Notes

Reaction equation

HRID 2270412 reaction equation
C([O:3][C:4]([C:6]1([S:24]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])C>C1COCC1.CO.[OH-].[Na+]>[CH3:34][O:33][C:30]1[CH:29]=[CH:28][C:27]([S:24]([C:6]2([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][N:9]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[S:20][CH:21]=[CH:22][CH:23]=4)=[CH:15][CH:14]=3)[CH2:8][CH2:7]2)(=[O:26])=[O:25])=[CH:32][CH:31]=1

Participants

4

Reactant 1

HCID 11733796HCID 11733796, compound

Product 1

HCID 10928815HCID 10928815, compound

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

4(4Methoxy-benzenesulfonyl)-1-(4-thiophen-2-yl-benzyl)-piperidine-4-carboxylic acid was prepared starting from 4(4methoxy-benzenesulfonyl)-1-(4-thiophen-2-yl-benzyl)-piperidine-4-carboxylic acid ethyl ester (1.3 g, 2.61 mmol) dissolved in THF:methanol (3:1 150 ml) and 10 N NaOH (20 ml). The resulting reaction mixture was worked up as outlined in example 83. Yield 950 mg (77%); brown solid; mp 235° C.; MS: 471.8 (M+H)+

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-1ed3e3489b8342d09c7fd3b4c6c6aec0
Source dataset
uspto-grants-2001_12
Patent number
US06331563B1

Reaction notes

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