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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30479Generated: October 29, 2026

1-(But-3-yn-1-yl)piperidine → (2-Methoxy-ethyl)-[6-(4-piperidin-1-yl-but-1-ynyl)-pyridin-2-ylmethyl]-amine

https://huagongshe.com/reaction/30479

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(But-3-yn-1-yl)piperidineHCID 13155986—
ReactantN-((6-Bromopyridin-2-yl)methyl)-2-methoxyethanamineHCID 57967278—
Product(2-Methoxy-ethyl)-[6-(4-piperidin-1-yl-but-1-ynyl)-pyridin-2-ylmethyl]-amineHCID 1160914313%

Reaction Steps

The title compound (13%) was prepared in a manner similar to that described in Example 18, Step D, using (6-bromo-pyridin-2-ylmethyl)-(2-methoxy-ethyl)-amine (0.300 g, 1.23 mmol) and 1-but-3-ynyl-piperidine (0.336 g, 2.45 mmol). MS (ESI): exact mass calcd. for C18H27N3O, 301.44; m/z found, 302.4 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.56 (t, 7.7, 1H), 7.26 (d, J=7.1, 1H), 7.23 (d, J=7.7, 1H), 3.90 (s, 2H), 3.52-3.45 (m, 2H), 3.34 (s, 3H), 2.80 J=5.2, 2H), 2.70-2.59 (m, 4H), 2.48-2.40 (m, 4H), 1.67-1.54 (m, 5H), 1.46-1.38 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423147B2
Source datasetuspto-grants-2008_09
ORD IDord-b612647b2bfc4aacbb89a124504454bd
Source noteuspto-grants-2008_09