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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656338Generated: October 29, 2026

Dimethylformamide → HCID 58585898, compound

https://huagongshe.com/reaction/656338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTrifluoroacetic acidHCID 6422—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 6-chloropyridine-3-carboxylateHCID 254249—
ReactantHCID 66743585HCID 66743585—
SolventMethanolHCID 887—
ProductHCID 58585898HCID 58585898—

Reaction Steps

A mixture of (3S)-N-(4-hydroxycyclohexyl)piperidine-3-carboxamide hydrochloride (19.7 mg, 0.0000750 mol, prepared by using a procedure that was analogous to that described for the synthesis of example 1, steps 1 and 2), methyl 6-chloronicotinate (15.4 mg, 0.0000900 mol) and N,N-diisopropylethylamine (37.5 μL, 0.000216 mol) in N,N-dimethylformamide (0.75 mL, 0.0097 mol) was irradiated under microwave at 200° C. for 15 min. The mixture was adjusted with TFA to pH=2.0 and was diluted with methanol (0.8 mL). The resulting solution was purified by prep.-HPLC to give the desired product. LCMS: m/z 362.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071624B2
Source datasetuspto-grants-2011_12
ORD IDord-1ccf6e3e861f4300902fd4bf8a7302d8
Source noteuspto-grants-2011_12