Methanesulfonic Acid → HCID 87141413, compound

HRID 1662034Notes

Reaction equation

HRID 1662034 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:24][C:25]([C:27]2[C:28](=[O:42])[N:29]([C:35]3[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=3)[C:30]([CH3:34])=[CH:31][C:32]=2[CH3:33])=[O:26])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[C:18]1[CH:19]=[N:20][NH:21][CH:22]=1)[N:14]([CH3:23])[N:13]=[CH:12]2.[CH3:43][S:44]([OH:47])(=[O:46])=[O:45]>CC(C)=O>[CH3:43][S:44]([OH:47])(=[O:46])=[O:45].[F:1][C:2]1[CH:3]=[C:4]([NH:24][C:25]([C:27]2[C:28](=[O:42])[N:29]([C:35]3[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=3)[C:30]([CH3:34])=[CH:31][C:32]=2[CH3:33])=[O:26])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[C:18]1[CH:19]=[N:20][NH:21][CH:22]=1)[N:14]([CH3:23])[N:13]=[CH:12]2

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 59159901HCID 59159901, compound

Product 1

HCID 87141413HCID 87141413, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of N-(3-fluoro-4-(1-methyl-6-(1H-pyrazol-4-yl)-1H-indazol-5-yloxy)phenyl)-1-(4-fluorophenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxamide (230 mg, 0.406 mmol) in acetone (10 mL) is added MeSO3H (39 mg, 0.406 mmol). After the reaction is stirred at RT for 0.5 hour, it is concentrated. The residue is washed with ether and dried to give N-(3-fluoro-4-(1-methyl-6-(1H-pyrazol-4-yl)-1H-indazol-5-yloxy)phenyl)-1-(4-fluorophenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carboxamide methanesulfonate (250 mg, 92.9% yield.) MS (m/z): 567.2 (M+H).

Workup

  1. concentrationit is concentrated
  2. washThe residue is washed with ether
  3. customdried

Sources & evidence

ORD record
ord-58ba55065b1f4216b9e862a535b7cfb4
Source dataset
uspto-grants-2011_10
Patent number
US08030302B2

Reaction notes

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