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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432029Generated: October 31, 2026

Triethylamine → (R)-2-(prop-2-ynyl)-1,2-dihydropyrido[2,3-b]pyrazin-3(4H)-one

https://huagongshe.com/reaction/1432029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactant(R)-methyl 2-(2-nitropyridin-3-ylamino)pent-4-ynoateHCID 86604879—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
Product(R)-2-(prop-2-ynyl)-1,2-dihydropyrido[2,3-b]pyrazin-3(4H)-oneHCID 86604880—

Reaction Steps

A suspension of (R)-methyl 2-(2-nitropyridin-3-ylamino)pent-4-ynoate (220 mg, 0.883 mmol), iron (296 mg, 5.30 mmol) and NH4Cl in 10 mL of MeOH was heated to reflux for 4 h. After cooling to room temperature, 0.5 mL of NEt3 was added and the solution was stirred overnight. The solvent was evaporated and the residue was redissolved with EtOAc and filtered through a pad of silica gel. The filtrate was evaporated to dryness the title compound that was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612060B2
Source datasetuspto-grants-2009_11
ORD IDord-28fc1f21fe1742f498e9319eafd45948
Source noteuspto-grants-2009_11