Glyoxylic acid, monohydrate → HCID 66878999, compound

HRID 2265892Notes

Reaction equation

HRID 2265892 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:28][CH3:29])=[C:6]([CH2:8][CH2:9][NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH:7]=1.O.[C:31]([OH:35])(=[O:34])[CH:32]=O>FC(F)(F)C(O)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:28][CH3:29])=[C:6]2[C:7]=1[CH:32]([C:31]([OH:35])=[O:34])[N:10]([S:11]([C:14]1[CH:15]=[CH:16][C:17]([O:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[CH:18][CH:19]=1)(=[O:13])=[O:12])[CH2:9][CH2:8]2

Participants

4

Reactant 2

HCID 15620607Glyoxylic acid, monohydrateHCID 66879520HCID 66879520, compound

Product 1

HCID 66878999HCID 66878999, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

0.81 g (1.7 mmol) of N-[2-(5-bromo-2-methoxyphenyl)ethyl]-4-(4-fluorophenoxy)-benzenesulfonamide (crude product, 21A) is stirred with 0.32 g (3.4 mmol) of glyoxylic acid monohydrate in 10 ml of trifluoroacetic acid at room temperature. After 12 hours, the mixture is poured onto ice and extracted with dichloromethane. Drying with MgSO4 and concentration result in 0.84 g of the title compound which can be reacted further without further purification.

Workup

  1. additionthe mixture is poured onto ice
  2. extractionextracted with dichloromethane
  3. dry with materialDrying with MgSO4 and concentration

Sources & evidence

ORD record
ord-16f42672a820456488448a785ffb529f
Source dataset
uspto-grants-2010_12
Patent number
US07858619B2

Reaction notes

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