Hydrofluoric Acid → HCID 18753212, compound

HRID 1838143Notes

Reaction equation

HRID 1838143 reaction equation
C([Si](C)(C)[O:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:16](=[O:17])[C:15]([N+:18]([O-:20])=[O:19])=[C:14]([N:21]2[CH2:26][CH2:25][CH:24]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)[CH2:23][CH2:22]2)[N:13]=[C:12]1[CH3:34])(C)(C)C.F>C(#N)C.ClCCl>[F:33][C:30]1[CH:31]=[CH:32][C:27]([CH:24]2[CH2:25][CH2:26][N:21]([C:14]3[N:13]=[C:12]([CH3:34])[N:11]([CH2:10][CH2:9][CH2:8][CH2:7][OH:6])[C:16](=[O:17])[C:15]=3[N+:18]([O-:20])=[O:19])[CH2:22][CH2:23]2)=[CH:28][CH:29]=1

Participants

5

Reactant 2

HCID 14917Hydrofluoric AcidHCID 18753213HCID 18753213, compound

Product 1

HCID 18753212HCID 18753212, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

In analogy the procedure described in example 17b, the 3-[4-(tert-butyl-dimethyl-silanyloxy)-butyl]-6-[4-(4-fluoro-phenyl)-piperidin-1-yl]-2-methyl-5-nitro-3H pyrimidin-4-one (example 17a) was treated with hydrofluoric acid (47-51% in water) in acetonitrile and dichloromethane at room temperature to yield the 6-[4-(4-fluoro-phenyl)-piperidin-1-yl]-3-(4-hydroxy-butyl)-2-methyl-5-nitro-3H-pyrimidin-4-one as a yellow solid; m.p. 154-156° C.; MS: [M+H]+=405

Sources & evidence

ORD record
ord-4da230a6ec5248338bec4aee77c5e0a9
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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