Sodium Carbonate → HCID 73053668, compound

HRID 870418Notes

Reaction equation

HRID 870418 reaction equation
[C:1]([N:4]([C:8]1[C:13]([Cl:14])=[C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]3[C:26](=[O:38])[N:27]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[N:28]([CH3:31])[C:29]=3[CH3:30])=[O:24])=[CH:18][C:17]=2[F:39])[CH:11]=[CH:10][N:9]=1)C(=O)C)(=[O:3])[CH3:2].C([O-])([O-])=O.[Na+].[Na+]>CO.O>[C:1]([NH:4][C:8]1[C:13]([Cl:14])=[C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]3[C:26](=[O:38])[N:27]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[N:28]([CH3:31])[C:29]=3[CH3:30])=[O:24])=[CH:18][C:17]=2[F:39])[CH:11]=[CH:10][N:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 90032668HCID 90032668, compound

Product 1

HCID 73053668HCID 73053668, compoundYield 66.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of N-(4-((2-(N-acetylacetamido)-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (259 mg, 0.47 mmol) in CH3OH (20 mL) was added a solution of Na2CO3 (59.8 mg, 0.56 mmol) in H2O (1 mL). After stirring at rt for 15 minutes, the mixture was concentrated in vacuo and the residue was purified by a silica gel column chromatography (CH3OH/EtOAc (v/v)=1/50) to give the title compound as a beige solid (160 mg, 66.7%).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue was purified by a silica gel column chromatography (CH3OH/EtOAc (v/v)=1/50)

Sources & evidence

ORD record
ord-5fc289b3614146ac84417cda76e3dacf
Source dataset
uspto-grants-2015_03
Patent number
US08969388B1

Reaction notes

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