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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486727Generated: October 31, 2026

5-Methylnicotinoyl chloride → rac-(2S*,4S*)-2-Methyl-1-{3-[(5-methyl-pyridine-3-carbonyl)-amino]-benzyl}-piperidine-4-carboxylic acid

https://huagongshe.com/reaction/1486727

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methylnicotinoyl chlorideHCID 14538055—
ReactantMethyl 2-methylpiperidine-4-carboxylateHCID 75300498—
Reactant4-Chloro-N-(3-[1,3]dioxolan-2-yl-phenyl)-benzamideHCID 86706547—
Reactant1-[3-(4-Chloro-benzoylamino)-benzyl]-piperidine-4-carboxylic acid ethyl esterHCID 86706548—
Productrac-(2S*,4S*)-2-Methyl-1-{3-[(5-methyl-pyridine-3-carbonyl)-amino]-benzyl}-piperidine-4-carboxylic acidHCID 131736814—

Reaction Steps

The title compound is prepared according to the reaction sequence 2.001a-2.001d described above using 5-methylnicotinoyl chloride instead of 4-chlorobenzoyl chloride as in 2.001a and rac-(2S*,4S*)-methyl 2-methylpiperidine-4-carboxylate instead of ethyl isonipecotate as in 2.001c: LC-MS A: tR=0.67 min; [M+H]+=422.08.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428456B2
Source datasetuspto-grants-2016_08
ORD IDord-1919b8e8ada1444dba6c05728cf22760
Source noteuspto-grants-2016_08