Methanesulfonic Acid → HCID 87489745, compound

HRID 1993710Notes

Reaction equation

HRID 1993710 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[F:6][C:7]1[CH:49]=[CH:48][CH:47]=[C:46]([F:50])[C:8]=1[C:9]([N:11]1[CH2:16][CH2:15][CH:14]([O:17][C:18]2[CH:23]=[C:22]([NH:24][C:25]([NH:27][C:28]3[N:29]([C:39]4[CH:44]=[CH:43][C:42]([CH3:45])=[CH:41][CH:40]=4)[N:30]=[C:31]([C:33]([CH2:37][F:38])([CH3:36])[CH2:34][F:35])[CH:32]=3)=[O:26])[CH:21]=[CH:20][N:19]=2)[CH2:13][CH2:12]1)=[O:10]>C(Cl)Cl.CO>[S:2]([OH:5])(=[O:4])(=[O:3])[CH3:1].[F:6][C:7]1[CH:49]=[CH:48][CH:47]=[C:46]([F:50])[C:8]=1[C:9]([N:11]1[CH2:16][CH2:15][CH:14]([O:17][C:18]2[CH:23]=[C:22]([NH:24][C:25]([NH:27][C:28]3[N:29]([C:39]4[CH:40]=[CH:41][C:42]([CH3:45])=[CH:43][CH:44]=4)[N:30]=[C:31]([C:33]([CH2:34][F:35])([CH3:36])[CH2:37][F:38])[CH:32]=3)=[O:26])[CH:21]=[CH:20][N:19]=2)[CH2:13][CH2:12]1)=[O:10]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 68537018HCID 68537018, compound

Product 1

HCID 87489745HCID 87489745, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent2×

Procedure

Add 0.114 mL (0.114 mmol) of a freshly prepared 1 M solution of MeSO3H in DCM/MeOH (95:5) to a solution of 71 mg (0.114 mmol) of 1-{2-[1-(2,6-Difluoro-benzoyl)-piperidin-4-yloxy]-pyridin-4-yl}-3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-urea in 2 mL of a 95:5 DCM/MeOH mixture. Stir the mixture for 20 min at room temperature, then evaporate the solvents under N2 stream. Titurate the residue with Et2O to afforded the title compound (76 mg, 93% yield) (100% purity). ES+(m/z)=625 [M+H].

Workup

  1. customevaporate the solvents under N2 stream

Sources & evidence

ORD record
ord-5be93e2d472b47ce863e619767a9b078
Source dataset
uspto-grants-2010_01
Patent number
US07652015B2

Reaction notes

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