Methanesulfonic Acid → 1-{1-[1-(2,6-Difluoro-benzoyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-urea mesylate

HRID 729628Notes

Reaction equation

HRID 729628 reaction equation
[F:1][C:2]1[CH:48]=[CH:47][CH:46]=[C:45]([F:49])[C:3]=1[C:4]([N:6]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([NH:23][C:24]([NH:26][C:27]3[N:28]([C:38]4[CH:43]=[CH:42][C:41]([CH3:44])=[CH:40][CH:39]=4)[N:29]=[C:30]([C:32]([CH2:36][F:37])([CH3:35])[CH2:33][F:34])[CH:31]=3)=[O:25])=[CH:15][N:14]=2)[CH2:8][CH2:7]1)=[O:5].[CH3:50][S:51]([OH:54])(=[O:53])=[O:52]>ClCCl>[S:51]([OH:54])(=[O:53])(=[O:52])[CH3:50].[F:1][C:2]1[CH:48]=[CH:47][CH:46]=[C:45]([F:49])[C:3]=1[C:4]([N:6]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([NH:23][C:24]([NH:26][C:27]3[N:28]([C:38]4[CH:43]=[CH:42][C:41]([CH3:44])=[CH:40][CH:39]=4)[N:29]=[C:30]([C:32]([CH2:33][F:34])([CH3:35])[CH2:36][F:37])[CH:31]=3)=[O:25])=[CH:15][N:14]=2)[CH2:8][CH2:7]1)=[O:5]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 690550751-{1-[1-(2,6-Difluoro-benzoyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-urea

Product 1

HCID 866244471-{1-[1-(2,6-Difluoro-benzoyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-urea mesylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Dissolve 0.13 g (0.19 mmol) of 1-{1-[1-(2,6-Difluoro-benzoyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-3-[5-(2-fluoro-1-fluoromethyl-1-methyl-ethyl)-2-p-tolyl-2H-pyrazol-3-yl]-urea in dichloromethane (2 mL) and add 0.19 mL of a solution of methanesulfonic acid 1 N in dichloromethane. Evaporation of solvent under reduced pressure gives 0.09 g of the title compound as a white solid. ES+ (m/z) 675 (M+H).

Workup

  1. customEvaporation of solvent under reduced pressure

Sources & evidence

ORD record
ord-c57b94ca4e674d89b410d7cf57e23fe4
Source dataset
uspto-grants-2009_09
Patent number
US07582638B2

Reaction notes

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