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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697429Generated: October 30, 2026

Diisopropylethylamine → Methyl-3-[3-({1-[2-(benzyloxy)phenyl]-1-methylethyl}amino)-2-oxopyrazin-1(2H)-yl]-4-chlorobenzoate

https://huagongshe.com/reaction/1697429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(2-(Benzyloxy)phenyl)propan-2-amineHCID 66688850—
Reactantmethyl 3-(3-bromo-2-oxopyrazin-1(2H)-yl)-4-chlorobenzoateHCID 66689444—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductMethyl-3-[3-({1-[2-(benzyloxy)phenyl]-1-methylethyl}amino)-2-oxopyrazin-1(2H)-yl]-4-chlorobenzoateHCID 6668977550.7%

Reaction Conditions

Temperature125 °C

Reaction Steps

A solution of methyl 3-(3-bromo-2-oxopyrazin-1(2H)-yl)-4-chlorobenzoate (Example 330e, 3 g) dissolved in toluene (15 mL) was treated with N-ethyldiisopropylamine (2.99 mL) and 2-(2-(benzyloxy)phenyl)propan-2-amine (Example 198d 2.107 g) under nitrogen. The resulting mixture was stirred at 125° C. for 8 h in a sealed tube. The reaction mixture was diluted with water (150 mL), and extracted with ethyl acetate (250 mL). The organic was dried (MgSO4), filtered and evaporated to afford crude product. Purification (SiO2 chromatography eluting with 50% diethyl ether in isohexane) gave the subtitle compound (2.230 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163905B2
Source datasetuspto-grants-2012_04
ORD IDord-e7c50b1142064d88b6845dda7af8be51
Source noteuspto-grants-2012_04