HCID 15767065, compound → 3-Pyridinecarboxylic acid, 2-(aminosulfonyl)-6-(trifluoromethyl)-, methyl ester

HRID 275257Notes

Reaction equation

HRID 275257 reaction equation
CC([NH:5][S:6]([C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=[C:11]([C:19]([F:22])([F:21])[F:20])[N:10]=1)(=[O:8])=[O:7])(C)C>FC(F)(F)C(O)=O>[NH2:5][S:6]([C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=[C:11]([C:19]([F:21])([F:22])[F:20])[N:10]=1)(=[O:7])=[O:8]

Participants

3

Reactant 1

HCID 15767065HCID 15767065, compound

Product 1

HCID 157670663-Pyridinecarboxylic acid, 2-(aminosulfonyl)-6-(trifluoromethyl)-, methyl esterYield 58%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 0.95 g (2.79 mmol) of the product from Example 4 was stirred in 40 mL trifluoroacetic acid at room temperature overnight. The solution was evaporated to an oil which was triturated with ether to afford 0.46 g (58%) of a solid. m.p. 187°-188° C. 1H NMR (CDCl3) δ4.05 (3H, s), 5.5 (NH2), 7.95 (1H, d, J=8 Hz), 8.35 (1H, d, J=8 Hz); IR (mineral oil) 3390, 3280, 1725, 1340, 1140 cm-1.

Workup

  1. customThe solution was evaporated to an oil which
  2. customwas triturated with ether

Sources & evidence

ORD record
ord-d5fec7e5ee7c49cb8d3303240aa31a4f
Source dataset
uspto-grants-1995_02
Patent number
US05393734

Reaction notes

Loading…