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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044371Generated: November 1, 2026

N-methyl-2-pyrrolidone → 2-(4-Methylpyridin-3-yl)-7-[5-(trifluoromethyl)pyridin-2-yl]-2,7-diazaspiro[4.5]decan-1-one

https://huagongshe.com/reaction/1044371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantSodium hydrideHCID 24758—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
ReactantEthyl 3-(2-[(4-methylpyridin-3-yl)amino]ethyl}piperidine-3-carboxylate trihydrochlorideHCID 66722530—
Product2-(4-Methylpyridin-3-yl)-7-[5-(trifluoromethyl)pyridin-2-yl]-2,7-diazaspiro[4.5]decan-1-oneHCID 57971043—

Reaction Steps

A mixture of ethyl 3-{2-[(4-methylpyridin-3-yl)amino]ethyl}piperidine-3-carboxylate trihydrochloride (42.8 mg, 0.000107 mol), 2-chloro-5-(trifluoromethyl)pyridine (23 mg, 0.00013 mol) and N,N-diisopropylethylamine (0.056 mL, 0.00032 mol) in N-methylpyrrolidinone (0.8 mL, 0.008 mol) was irradiated with microwaves to 180° C. for 20 min. Sodium hydride (30.0 mg) was then added to the above solution and the mixture was stirred overnight. The product was purified by prep-HPLC. LC-MS: 391.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563570B2
Source datasetuspto-grants-2013_10
ORD IDord-d03877cc35a545de813e5301e5ea6154
Source noteuspto-grants-2013_10