Potassium Carbonate → HCID 18619244, compound

HRID 1862253Notes

Reaction equation

[OH:1][C:2]1[C:3]([O:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[N:4][C:5]([CH3:8])=[N:6][CH:7]=1.F[C:16]1[CH:21]=[C:20]([N:22]2[C:27](=[O:28])[CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[N:24]([CH3:33])[C:23]2=[O:34])[C:19]([F:35])=[CH:18][C:17]=1[N+:36]([O-:38])=[O:37].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:35][C:19]1[C:20]([N:22]2[C:27](=[O:28])[CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[N:24]([CH3:33])[C:23]2=[O:34])=[CH:21][C:16]([O:1][C:2]2[C:3]([O:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[N:4][C:5]([CH3:8])=[N:6][CH:7]=2)=[C:17]([N+:36]([O-:38])=[O:37])[CH:18]=1

Participants

Conditions

Temperature: 70 °C

Procedure

To a mixture of 0.15 g of 5-hydroxy-4-(methoxycarbonyl)methoxy-2-methylpyrimidine, 0.16 g of 2,5-difluoro-4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]nitrobenzene and 2 ml of N,N-dimethylformamide was added 74 mg of potassium carbonate, and the mixture was stirred for 1 hour at 70° C. The reaction solution was cooled to room temperature, then, poured into ice water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.20 g of 5-{4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]-2-nitrophenoxy}-4-(methoxycarbonyl)methoxy-2-methylpyrimidine.

Workup

temperatureThe reaction solution was cooled to room temperature
extractionextracted with ethyl acetate
washThe organic layer was washed with saturated saline
dry with materialdried over anhydrous magnesium sulfate
concentrationconcentrated

Sources & evidence

ORD record: ord-6bee53f3d1c741cfa6e0211be3bdb43e
Source dataset: uspto-grants-2003_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06537948B1

Reaction notes

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