Ethyl 4-piperidinecarboxylate → 1-(4-Pyrimidinyl)-4-(ethoxycarbonyl)piperidine

Reaction equation

Cl.Cl[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][N:4]=1.[NH:9]1[CH2:14][CH2:13][CH:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]1>>[N:6]1[CH:7]=[CH:8][C:3]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=1

Participants

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylate

HCID 219225564-Chloropyrimidine hydrochloride

Product 1

HCID 227219571-(4-Pyrimidinyl)-4-(ethoxycarbonyl)piperidineYield 46%

Procedure

Using an analogous procedure to that described in Example 32, 4-chloropyrimidine hydrochloride was reacted with ethyl piperidine-4-carboxylate to give ethyl 1-(4-pyrimidinyl)piperidine-4-carboxylate in 46% yield.

Sources & evidence

ORD record: ord-486c0a06eab540869637098c2f98f92a
Source dataset: uspto-grants-2004_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06730672B2

Reaction notes

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