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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965952Generated: October 25, 2026

Triethylamine → Methyl 4-[(pyridine-3-ylmethyl)-amino]-cyclohexane-carboxylate

https://huagongshe.com/reaction/1965952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-PyridinecarboxaldehydeHCID 10371—
ReactantMethyl 4-aminocyclohexanecarboxylateHCID 422580—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductMethyl 4-[(pyridine-3-ylmethyl)-amino]-cyclohexane-carboxylateHCID 68583226—

Reaction Conditions

Temperature50 °C

Reaction Steps

6.13 g of pyridine-3-aldehyde, 5.77 g of triethylamine and 9 g of methyl 4-amino-cyclohexanecarboxylate are mixed into 250 ml of methanol. 3 g of Raney nickel are added thereto in order to hydrogenate the mixture, with stirring, for about 6.5 hours at 50° C. and 3 bar. After the catalyst has been eliminated by suction filtering the filtrate is evaporated down. The crude product is purified through silica gel with methylene chloride/methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420630B2
Source datasetuspto-grants-2013_04
ORD IDord-855f39c9cb3c47b1904666b1a086d85d
Source noteuspto-grants-2013_04