Piperidine → 2-Bromo-6-piperidin-1-ylmethylpyridine

Reaction equation

[Br:1][C:2]1[N:7]=[C:6]([CH:8]=O)[CH:5]=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([CH2:8][N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[N:7]=1

Participants

Reactant 2

HCID 8082Piperidine

HCID 27570096-Bromopyridine-2-carbaldehyde

Product 1

HCID 137845442-Bromo-6-piperidin-1-ylmethylpyridineYield 83%

Procedure

The title compound was prepared in a manner similar to that described in Example 18, Step C, using 6-bromo-pyridine-2-carbaldehyde (0.406 g, 2.18 mmol) and piperidine (0.186 g, 2.18 mmol). The crude product was purified (SiO2: 0-4% 2 M NH3 in MeOH/DCM) to provide the title compound (0.46 g, 83%).

Workup

customThe title compound was prepared in a manner similar to
customThe crude product was purified (SiO2: 0-4% 2 M NH3 in MeOH/DCM)

Sources & evidence

ORD record: ord-80147ff5faa744f38515986596c0a938
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07423147B2

Reaction notes

Loading…