Methanesulfonic Acid → HCID 87258432, compound

HRID 1662035Notes

Reaction equation

HRID 1662035 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][C:3]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]2[C:22](=[O:34])[N:23]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:24]([CH3:27])=[CH:25][CH:26]=2)=[O:20])=[CH:14][C:13]=1[F:35].[CH3:36][S:37]([OH:40])(=[O:39])=[O:38]>CC(C)=O>[CH3:36][S:37]([OH:40])(=[O:39])=[O:38].[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][C:3]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([C:21]2[C:22](=[O:34])[N:23]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:24]([CH3:27])=[CH:25][CH:26]=2)=[O:20])=[CH:14][C:13]=1[F:35]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 59159924HCID 59159924, compound

Product 1

HCID 87258432HCID 87258432, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of N-(4-(6-amino-1H-indazol-5-yloxy)-3-fluorophenyl)-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide (35 mg, 74.6 μmol) in acetone (10 mL) is added MeSO3H (7.16 mg, 74.6 μmol). After the reaction mixture is stirred at RT for 0.5 hour, it is concentrated. The residue is washed with ether and dried to give N-(4-(6-amino-1H-indazol-5-yloxy)-3-fluorophenyl)-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide methanesulfonate (39 mg, 92.5% yield). MS (m/z): 470.1 (M+H).

Workup

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

Sources & evidence

ORD record
ord-53443de6f4bc445d88d5cde7c7b6e72c
Source dataset
uspto-grants-2011_10
Patent number
US08030302B2

Reaction notes

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