3-Hydroxypiperidine → Rac-2-(3-hydroxy-piperidin-1-yl)-5-methanesulfonyl-benzoic acid

HRID 32743

Reaction equation

CS(C1C=CC(N2CCCC2)=C(C=1)C(O)=O)(=O)=O.Cl[C:20]1[CH:28]=[CH:27][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:25][C:21]=1[C:22]([OH:24])=[O:23].[OH:33][CH:34]1[CH2:39][CH2:38][CH2:37][NH:36][CH2:35]1>>[OH:33][CH:34]1[CH2:39][CH2:38][CH2:37][N:36]([C:20]2[CH:28]=[CH:27][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:25][C:21]=2[C:22]([OH:24])=[O:23])[CH2:35]1

Participants

Reactant 3

HCID 232933-Hydroxypiperidine

HCID 23291322-Chloro-5-(methylsulphonyl)benzoic acid

HCID 597934895-Methanesulfonyl-2-pyrrolidin-1-yl-benzoic acid

Product 1

HCID 59793490Rac-2-(3-hydroxy-piperidin-1-yl)-5-methanesulfonyl-benzoic acidYield 9%

Procedure

The title compound was synthesised according to the procedure described for the synthesis of 5-Methanesulfonyl-2-pyrrolidin-1-yl-benzoic acid (Example Y) from 2-Chloro-5-methanesulfonyl-benzoic acid and rac-3-hydroxy-piperidine and obtained in 9% yield. MS (m/e): 298.1 (M−H 100%).

Workup

customobtained in 9% yield

Sources & evidence

ORD record: ord-d594005021914311880238702fbd4221
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427612B2

Linked notes

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