Benzoic acid, 2-chloro-5-[(methylamino)sulfonyl]- → Rac-2-(3-hydroxymethyl-pyrrolidin-1-yl)-5-methylsulfamoyl-benzoic acid

HRID 32744Notes

Reaction equation

HRID 32744 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](=[O:33])(=[O:32])[NH:30][CH3:31])=[CH:25][C:21]=1[C:22]([OH:24])=[O:23].[NH:34]1[CH2:38][CH2:37][CH:36]([CH2:39][OH:40])[CH2:35]1>>[OH:40][CH2:39][CH:36]1[CH2:37][CH2:38][N:34]([C:20]2[CH:28]=[CH:27][C:26]([S:29](=[O:33])(=[O:32])[NH:30][CH3:31])=[CH:25][C:21]=2[C:22]([OH:24])=[O:23])[CH2:35]1

Participants

4

Reactant 3

HCID 111724Benzoic acid, 2-chloro-5-[(methylamino)sulfonyl]-HCID 13400657(Pyrrolidin-3-yl)methanolHCID 597934895-Methanesulfonyl-2-pyrrolidin-1-yl-benzoic acid

Product 1

HCID 59793538Rac-2-(3-hydroxymethyl-pyrrolidin-1-yl)-5-methylsulfamoyl-benzoic acidYield 25%

Procedure

The title compound was synthesised according to the procedure described for the synthesis of 5-Methanesulfonyl-2-pyrrolidin-1-yl-benzoic acid (Example S) from 2-Chloro-5-methylsulfamoyl-benzoic acid and rac-pyrrolidin-3-yl-methanol and obtained in 25% yield. MS (m/e): 313.0 MH− (100%).

Workup

  1. customobtained in 25% yield

Sources & evidence

ORD record
ord-cee4307d238e4013ae44af9eac6a34e4
Source dataset
uspto-grants-2008_09
Patent number
US07427612B2

Reaction notes

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