4-Phenylpiperidine → HCID 135617199, compound

HRID 1838130Notes

Reaction equation

HRID 1838130 reaction equation
Br[C:2]1[N:7]=[C:6]([CH3:8])[NH:5][C:4](=[O:9])[C:3]=1[N+:10]([O-:12])=[O:11].[C:13]1([CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(C(C)C)C(C)C)C>CN(C)C=O>[CH3:8][C:6]1[NH:5][C:4](=[O:9])[C:3]([N+:10]([O-:12])=[O:11])=[C:2]([N:22]2[CH2:23][CH2:24][CH:19]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:20][CH2:21]2)[N:7]=1

Participants

5

Reactant 3

HCID 698734-PhenylpiperidineHCID 81531DiisopropylethylamineHCID 1356171936-bromo-2-methyl-5-nitro-3H-pyrimidin-4-one

Product 1

HCID 135617199HCID 135617199, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 1, the 6-bromo-2-methyl-5-nitro-3H-pyrimidin-4-one (as prepared in Eur. Pat. Appl. EP 1074549 A2) was treated with the 4-phenylpiperidine in N,N-dimethylformamide in the presence of N-ethyldiisopropyl-amine at room temperature to yield the 2-methyl-5-nitro-6-(4-phenyl-piperidin-1-yl)-3H-pyrimidin-4-one as yellowish solid; m.p. 210-213° C.; MS: [M+H]+=315.

Sources & evidence

ORD record
ord-7c43274fc2fd49b08040c09d9a8f5558
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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