Pyridine → 3-Iodo-2-methyl-5-(pyrrolidin-1-ylsulfonyl)benzoic acid

HRID 1845204Notes

Reaction equation

HRID 1845204 reaction equation
Cl[S:2]([C:5]1[CH:6]=[C:7]([I:15])[C:8]([CH3:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:4])=[O:3].[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.N1C=CC=CC=1>O1CCOCC1>[I:15][C:7]1[C:8]([CH3:14])=[C:9]([CH:13]=[C:5]([S:2]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)(=[O:4])=[O:3])[CH:6]=1)[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31268PyrrolidineHCID 581880135-(Chlorosulfonyl)-3-iodo-2-methylbenzoic acid

Product 1

HCID 581883403-Iodo-2-methyl-5-(pyrrolidin-1-ylsulfonyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A round bottom flask was charged with 5-(chlorosulfonyl)-3-iodo-2-methylbenzoic acid (1.00 g, 2.77 mmol), pyrrolidine (0.278 mL, 3.33 mmol), 1,4-dioxane (4 mL) and pyridine (0.20 mL, 2.5 mmol). The mixture was stirred for 30 minutes. The solvent was removed and the residue was purified by flash chromatography to yield the compound as a yellow solid.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-21161e9b79f34633964e57838a671d76
Source dataset
uspto-grants-2015_02
Patent number
US08946439B2

Reaction notes

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