p-Toluenesulfonic acid → HCID 22244657, compound

HRID 891083Notes

Reaction equation

HRID 891083 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH3:36])=[N:10][N:11]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][NH:22][C:23]([NH:25][S:26]([C:29]4[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][CH:30]=4)(=[O:28])=[O:27])=[O:24])=[CH:16][CH:15]=3)[C:12]=2[CH3:13])=[CH:4][CH:3]=1.[C:37]1([CH3:47])[CH:42]=[CH:41][C:40]([S:43]([OH:46])(=[O:45])=[O:44])=[CH:39][CH:38]=1>CC(C)=O.CO>[C:37]1([CH3:47])[CH:38]=[CH:39][C:40]([S:43]([OH:46])(=[O:44])=[O:45])=[CH:41][CH:42]=1.[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH3:36])=[N:10][N:11]([C:14]3[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][NH:22][C:23]([NH:25][S:26]([C:29]4[CH:30]=[CH:31][C:32]([CH3:35])=[CH:33][CH:34]=4)(=[O:28])=[O:27])=[O:24])=[CH:18][CH:19]=3)[C:12]=2[CH3:13])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 22244658HCID 22244658, compound

Product 1

HCID 22244657HCID 22244657, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

A mixture of N-{[(2-{4-[4-(4-fluorophenyl)-3,5-dimethyl-1H-pyrazol-1-yl]phenyl}ethyl)amino]carbonyl}-4-methylbenzenesulfonamide (step 5, 146 mg, 0.289 mmol), p-toluenesulfonic acid (55 mg, 0.289 mmol) in acetone (10 ml) and methanol (10 mL) was stirred at room temperature for 1 h. The reaction mixture was evaporated to afford 195 mg of the title compound as white solids: MS (ESI) m/z 507 [M+H]+, 505 [M−H]−.

Workup

  1. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-1b759268d8f94fc9b9e1fb07b1c99000
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

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