Piperidine → 2-(4-Piperidin-1-yl-but-1-ynyl)-6-piperidin-1-ylmethyl-pyridine

HRID 551593Notes

Reaction equation

HRID 551593 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[N:3]=1.Br[C:16]1[N:21]=[C:20](C=O)[CH:19]=[CH:18][CH:17]=1.N1C[CH2:28][CH2:27][CH2:26][CH2:25]1>>[N:21]1([CH2:28][CH2:27][C:26]#[C:25][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]3[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]3)[N:3]=2)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

4

Reactant 3

HCID 8082PiperidineHCID 27570096-Bromopyridine-2-carbaldehydeHCID 137845442-Bromo-6-piperidin-1-ylmethylpyridine

Product 1

HCID 115804372-(4-Piperidin-1-yl-but-1-ynyl)-6-piperidin-1-ylmethyl-pyridineYield 83%

Procedure

2-Bromo-6-piperidin-1-ylmethyl-pyridine. 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

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

Sources & evidence

ORD record
ord-427f2139bf5a410cb8c524252fe4db1a
Source dataset
uspto-grants-2011_05
Patent number
US07947718B2

Reaction notes

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