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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840324Generated: October 30, 2026

Triethylamine → (+)-5-Methoxycarbonyl-4-methyoxymethyl-1, 2,3,6-tetrahydro-2-oxo-6(S)-(3,4-difluorophenyl)-1-[(2-ethoxycarbonylethylamino)carbonyl]pyrimidine

https://huagongshe.com/reaction/1840324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantbeta-Alanine, ethyl ester, hydrochlorideHCID 458475—
Reactant5-methyl 1-(4-nitrophenyl) (6S)-6-(3,4-difluorophenyl)-4-(methoxymethyl)-2-oxo-3,6-dihydro-1,5(2H)-pyrimidinedicarboxylateHCID 15512649—
SolventDichloromethaneHCID 6344—
Product(+)-5-Methoxycarbonyl-4-methyoxymethyl-1, 2,3,6-tetrahydro-2-oxo-6(S)-(3,4-difluorophenyl)-1-[(2-ethoxycarbonylethylamino)carbonyl]pyrimidineHCID 60101878—

Reaction Steps

β-Alanine ethyl ester hydrochloride (87 mg, 0.57 mmol), (+)-5-methyoxycarbonyl-4-methoxymethyl-1,2,3,6-tetrahydro-2-oxo-6 (S)-(3,4-difluorophenyl)-1-[(4-nitrophenyloxy)-carbonyl]pyrimidine (as described in Section I.A.(c)) (227 mg, 0.48 mmol), and triethylamine (209 mL, 1.50 mmol) were combined in 5 mL of dichloromethane. The yellow mixture was stirred at ambient temperature for 1 hour, then evaporated to dryness. The resulting oil was purified by “flash” chromatography (5.02, 98:2:0.2 of dichloromethane: methanol:ammonium hydroxide). The product fractions were evaporated to dryness to give the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680323B2
Source datasetuspto-grants-2004_01
ORD IDord-31a7db8791c34814aad39bf8fab919c0
Source noteuspto-grants-2004_01