1-(But-3-yn-1-yl)piperidine → 2-(4-Piperidin-1-yl-but-1-ynyl)-6-piperidin-1-ylmethyl-pyridine

HRID 30475Notes

Reaction equation

HRID 30475 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.[CH2:15]([N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH2:16][C:17]#[CH:18]>>[N:19]1([CH2:15][CH2:16][C:17]#[C:18][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)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 131559861-(But-3-yn-1-yl)piperidineHCID 137845442-Bromo-6-piperidin-1-ylmethylpyridine

Product 1

HCID 115804372-(4-Piperidin-1-yl-but-1-ynyl)-6-piperidin-1-ylmethyl-pyridine

Procedure

The title compound was prepared in a manner similar to that described in Example 18, Step D, using 2-bromo-6-piperidin-1-ylmethyl-pyridine and 1-but-3-ynyl-piperidine (56%). MS (ESI): exact mass calcd. for C20H29N3, 311.46; m/z found, 312.5 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.54 (t, J=7.7, 1H), 7.38 (d, J=7.7, 1H), 7.20 (d, J=7.4, 1H), 3.58 (s, 2H), 2.67-2.57 (m, 4H), 2.46-2.34 (m, 8H), 1.60-1.50 (m, 8H), 1.44-1.36 (m, 4H).

Sources & evidence

ORD record
ord-ef144f22d0684cbdb91a628394411252
Source dataset
uspto-grants-2008_09
Patent number
US07423147B2

Reaction notes

Loading…