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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070780Generated: October 26, 2026

Diisopropylethylamine → Methyl 3-(3-(1-(2-(benzyloxy)phenyl)cyclobutylamino)-5-bromo-2-oxopyrazin-1(2H)-yl)-4-methylbenzoate

https://huagongshe.com/reaction/2070780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactantmethyl 3-(3,5-dibromo-2-oxopyrazin-1(2H)-yl)-4-methylbenzoateHCID 66688740—
Reactant1-[2-(Benzyloxy)phenyl]cyclobutan-1-amineHCID 66690033—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-(3-(1-(2-(benzyloxy)phenyl)cyclobutylamino)-5-bromo-2-oxopyrazin-1(2H)-yl)-4-methylbenzoateHCID 6668970994.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 3-(3,5-dibromo-2-oxo-2H-pyrazin-1-yl)-4-methyl-benzoic acid, methyl ester (Example 1b, 1.083 g) in dioxane (6 mL) was added 1-(2-(benzyloxy)phenyl)cyclobutanamine (Example 268c, 1.16 g) and N,N-diisopropylethylamine (0.76 mL) and the reaction heated at 100° C. for 16 h. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and water, and the organic layer was separated, dried (MgSO4), filtered and the crude product purified (SiO2 chromatography eluting with 20-50% ethyl acetate in iso-hexane) to afford the subtitle product (1.46 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299246B2
Source datasetuspto-grants-2012_10
ORD IDord-0388701639694920bd822007bbea61e4
Source noteuspto-grants-2012_10