Methanesulfonic Acid → HCID 87258432, compound

HRID 2195551Notes

Reaction equation

HRID 2195551 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-7bee79e35bdb4d3b97d9d9746ad6965b
Source dataset
uspto-grants-2012_12
Patent number
USRE043878E1

Reaction notes

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