Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337171Generated: 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/337171

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 numberUS08889692B2
Source datasetuspto-grants-2014_11
ORD IDord-06874e76056f410ca7cd96dbfa3c262f
Source noteuspto-grants-2014_11