Methanesulfonic Acid → HCID 87141413, compound

HRID 2195550Notes

Reaction equation

HRID 2195550 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-1fa832a9cdbf40468ce69648dbeb41f6
Source dataset
uspto-grants-2012_12
Patent number
USRE043878E1

Reaction notes

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