Pyrrolidine → 2-Pyrrolidin-1-yl-5-sulfamoyl-benzoic acid

HRID 32747Notes

Reaction equation

HRID 32747 reaction equation
C[S:2]([C:5]1[CH:6]=[CH:7][C:8]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:4])=[O:3].ClC1C=CC(S(=O)(=O)[NH2:30])=CC=1C(O)=O.N1CCCC1>>[N:14]1([C:8]2[CH:7]=[CH:6][C:5]([S:2](=[O:4])(=[O:3])[NH2:30])=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 667942-Chloro-5-aminosulfonylbenzoic acidHCID 597934895-Methanesulfonyl-2-pyrrolidin-1-yl-benzoic acid

Product 1

HCID 432176342-Pyrrolidin-1-yl-5-sulfamoyl-benzoic acidYield 19%

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-sulfamoyl-benzoic acid (CAS: 97-04-1; Basu; D.-G.; J.Indian Chem.Soc.; 16; 1939; 100, 106) and pyrrolidine and obtained in 19% yield. MS (m/e): 269.4 (MH− 100%).

Workup

  1. customobtained in 19% yield

Sources & evidence

ORD record
ord-d2289d57af69413cb37991f35c163259
Source dataset
uspto-grants-2008_09
Patent number
US07427612B2

Reaction notes

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