Potassium Carbonate → HCID 18753215, compound

HRID 1838138Notes

Reaction equation

HRID 1838138 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]3[N:19]=[C:18]([CH3:20])[NH:17][C:16](=[O:21])[C:15]=3[N+:22]([O-:24])=[O:23])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:25][O:26][CH2:27][CH2:28]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:9][CH2:10][N:11]([C:14]3[C:15]([N+:22]([O-:24])=[O:23])=[C:16]([O:21][CH2:28][CH2:27][O:26][CH3:25])[N:17]=[C:18]([CH3:20])[N:19]=3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 135617194HCID 135617194, compound

Product 1

HCID 18753215HCID 18753215, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 8, the 6-[4-(4-fluoro-phenyl)-piperidin-1-yl]-2-methyl-5-nitro-3H-pyrimidin-4-one (example 7) was treated with 2-bromoethyl methyl ether and potassium carbonate in N,N-dimethylformamide at 50° C. to yield the 4-[4-(4-fluoro-phenyl)-piperidin-1-yl]-6-(2-methoxy-ethoxy)-2-methyl-5-nitro-pyrimidine as a yellow oil; MS: [M+H]30 =391; and the 6-[4-(4-fluoro-phenyl)-piperidin-1-yl]-3-(2-methoxy-ethyl)-2-methyl-5-nitro-3H-pyrimidin-4-one as a yellow solid; m.p. 45-48° C.; MS: [M+H]+=391.

Sources & evidence

ORD record
ord-06e0c7acd9684406bd0d0c4d11a27a79
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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