Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215945Generated: November 1, 2026

Trifluoroacetic acid → 8-(3-Chloropyridin-2-yl)-2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one

https://huagongshe.com/reaction/215945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2,3-DichloropyridineHCID 16988—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Cyclohexyl-2,8-diazaspiro[4.5]decan-1-oneHCID 58893165—
SolventMethanolHCID 887—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product8-(3-Chloropyridin-2-yl)-2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-oneHCID 16118972—

Reaction Steps

A mixture of 2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one (20 mg, 0.00008 mol), 2,3-dichloropyridine (15.0 mg, 0.000102 mol) and N,N-diisopropylethylamine (44 μL, 0.00025 mol) in N-methylpyrrolidin-2-one (1.0 mL) was irradiated under microwave at 200° C. for 15 min. The mixture was adjusted acidic (pH to −2.0) with trifluoroacetic acid (TFA), and was diluted with methanol (0.8 mL). The resulting solution was purified by Prep-HPLC to give 8-(3-chloropyridin-2-yl)-2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one. LCMS: (M+H)+=348.20/350.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193207B2
Source datasetuspto-grants-2012_06
ORD IDord-80edbc2bed8f46298483abeaaa409c1e
Source noteuspto-grants-2012_06