1-(But-3-yn-1-yl)piperidine → HCID 11558690, compound

HRID 30477Notes

Reaction equation

HRID 30477 reaction equation
Br[C:2]1[N:7]=[C:6]([CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[CH:5]=[CH:4][CH: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[N:7]=[C:6]([CH2:8][N:9]3[CH2:14][CH2:13][O:12][CH2:11][CH2:10]3)[CH:5]=[CH:4][CH: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 234381474-((6-Bromopyridin-2-yl)methyl)morpholine

Product 1

HCID 11558690HCID 11558690, compoundYield 19%

Procedure

The title compound (19%) was prepared in a manner similar to that described in Example 18, Step D, using 4-(6-bromo-pyridin-2-ylmethyl)-morpholine (0.278 g, 1.08 mmol) and 1-but-3-ynyl-piperidine (0.297 g, 2.16 mmol). MS (ESI): exact mass calcd. for C19H27N3O, 313.45; m/z found, 314.4 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.52 (t, J=7.8, 1H), 7.32 (dd, J=8.0, 1.1, 1H), 7.20 (dd, J=7.1, 1.1, 1H), 3.65 (t, J=4.6, 4H), 3.58 (s, 2H), 2.65-2.55 (m, 4H), 2.46-2.37 (m, 8H), 1.57-1.49 (m, 4H), 1.41-1.34 (m, 2H).

Sources & evidence

ORD record
ord-74f8c106ba4f480bb658669651babe34
Source dataset
uspto-grants-2008_09
Patent number
US07423147B2

Reaction notes

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