Methanesulfonic Acid → 1-[5-(1-Fluoromethyl-cyclopropyl)-2-p-tolyl-2H-pyrazol-3-yl]-3-{1-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-urea mesylate

HRID 729631Notes

Reaction equation

HRID 729631 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[F:6][CH2:7][C:8]1([C:11]2[CH:12]=[C:13]([NH:23][C:24]([NH:26][C:27]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:30]([O:37][CH:38]4[CH2:43][CH2:42][N:41]([C:44]([C:46]5([CH3:49])[CH2:48][CH2:47]5)=[O:45])[CH2:40][CH2:39]4)=[N:29][CH:28]=3)=[O:25])[N:14]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)[N:15]=2)[CH2:10][CH2:9]1>ClCCl>[S:2]([OH:5])(=[O:4])(=[O:3])[CH3:1].[F:6][CH2:7][C:8]1([C:11]2[CH:12]=[C:13]([NH:23][C:24]([NH:26][C:27]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:30]([O:37][CH:38]4[CH2:39][CH2:40][N:41]([C:44]([C:46]5([CH3:49])[CH2:47][CH2:48]5)=[O:45])[CH2:42][CH2:43]4)=[N:29][CH:28]=3)=[O:25])[N:14]([C:16]3[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=3)[N:15]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 578328051-[5-(1-fluoromethyl-cyclopropyl)-2-p-tolyl-2H-pyrazol-3-yl]-3-{1-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-urea

Product 1

HCID 866244481-[5-(1-Fluoromethyl-cyclopropyl)-2-p-tolyl-2H-pyrazol-3-yl]-3-{1-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-urea mesylateYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add methanesulfonic acid 1 M (30.17 μmoles; 30.17 μL) to a solution of 1-[5-(1-fluoromethyl-cyclopropyl)-2-p-tolyl-2H-pyrazol-3-yl]-3-{1-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-isoquinolin-4-yl}-urea (18.00 mg, 30.17 μmoles) in 0.5 mL of Dichloromethane. Stir the mixture at room temperature for 1 hour. Evaporate solvent under nitrogen to afford the title compound as a solid (20 mg, 96% yield). ES+ (m/z): 597.4 [M+1]

Sources & evidence

ORD record
ord-358859e7aa6840d3b2b783c180cf177e
Source dataset
uspto-grants-2009_09
Patent number
US07582638B2

Reaction notes

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