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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272457Generated: November 2, 2026

Methanol → HCID 118037562, compound

https://huagongshe.com/reaction/2272457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantHCID 118037923HCID 118037923—
ReactantHCID 178418416HCID 178418416—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 118037562HCID 118037562—

Reaction Steps

A mixture of tert-butyl 4-(4-bromo-2-oxopyridin-1(2H)-yl)piperidine-1-carboxylate (14.7 g), triethylamine (11.5 mL), methanol (50 mL), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride (3.01 g), and DMF (137 mL) was stirred at 80 C for 4 hours in a carbon monooxide atmosphere of 0.3 MPa. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The obtained organic layer was washed with saturated saline twice and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) and silica gel column chromatography (NH, hexane/ethyl acetate) to obtain the title compound (8.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120777B2
Source datasetuspto-grants-2015_09
ORD IDord-464b520c007d45b58b9571e8809b1e34
Source noteuspto-grants-2015_09