4-Phenylpiperidine → HCID 18753228, compound

HRID 1838189Notes

Reaction equation

HRID 1838189 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([Cl:10])[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[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>>[Cl:10][C:6]1[C:7]([C:8]#[N:9])=[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:3]=[C:4]([S:11][CH3:12])[N:5]=1

Participants

4

Reactant 3

HCID 698734-PhenylpiperidineHCID 81531DiisopropylethylamineHCID 42016204,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile

Product 1

HCID 18753228HCID 18753228, compound

Procedure

In analogy to the procedure described in example 57a, the 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carbonitrile (J. Heterocycl. Chem. 1971, 8, 445-453) was treated with 4-phenyl-piperidine in the presence of N-ethyl-diisopropylamine at room temperature during 18 hours to yield the 4-chloro-2-methylsulfanyl-6-(4-phenyl-piperidin-1-yl)-pyrimidine-5-carbonitrile as an amorphous, white solid; MS: [M+H]+=345.

Sources & evidence

ORD record
ord-0e9c42c0289947f69372566b978ff771
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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