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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926091Generated: October 30, 2026

N-methyl-2-pyrrolidone → HCID 67520732, compound

https://huagongshe.com/reaction/1926091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPyridinium chlorideHCID 10176127—
ReactantHCID 28401833HCID 28401833—
ReactantHCID 67521136HCID 67521136—
SolventEthyl AcetateHCID 8857—
ProductHCID 67520732HCID 6752073291.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4-phenoxy-6,7-dihydro-9H-pyrimido[4′,5′:4,5]pyrrolo[2,1-c][1,4]oxazine (69 mg), 3-(4-amino-2-chlorophenoxy)benzonitrile (95 mg), pyridine hydrochloride (75 mg) and 1-methyl-2-pyrrolidone (1 mL) was stirred at 140° C. for 14 hrs. After the completion of the reaction, the mixture was diluted with ethyl acetate and washed with saturated aqueous sodium hydrogen carbonate and saturated brine. The organic layer was dried over magnesium sulfate. After concentration under reduced pressure, the residue was subjected to silica gel column chromatography (hexane/ethyl acetate=50/50→0/100). The obtained fractions were collected and concentrated, and the residue was dissolved in ethyl acetate (2 mL) and treated with 4N hydrochloric acid/ethyl acetate (0.13 mL) to give the title compound (81 mg) as hydrochloride crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-1f588a6813d04931bc4224aee9ffcff8
Source noteuspto-grants-2012_05