Piperidine → 6-tert-Butyl-2-piperidin-1-ylnicotinonitrile

Reaction equation

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

Participants

Reactant 2

HCID 8082Piperidine

HCID 532788766-Tert-butyl-2-chloropyridine-3-carbonitrile

Product 1

HCID 588735266-tert-Butyl-2-piperidin-1-ylnicotinonitrileYield 98%

Procedure

A mixture of 6-tert-butyl-2-chloronicotinonitrile (Tetrahedron 1965, 21, 2453-2467, 1.5 g, 7.7 mmol) and piperidine (15 ml, 176 mmol) was stirred for 20 hours at room temperature. Then the reaction mixture was evaporated to remove piperidine in vacuo to give the title compound (1.8 g, 98%).

Workup

customThen the reaction mixture was evaporated
customto remove piperidine in vacuo

Sources & evidence

ORD record: ord-80d446bf3b074083b1f562d054f90ae1
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07622589B2

Reaction notes

Loading…