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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337141Generated: October 29, 2026

Diisopropylethylamine → methyl 5-[3-({1-[2-(benzyloxy)phenyl]cyclopropyl}amino)-5-bromo-2-oxopyrazin-1(2H)-yl]-2-fluoro-4-methylbenzoate

https://huagongshe.com/reaction/337141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(2-(Benzyloxy)phenyl)cyclopropanamineHCID 66685758—
Reactantmethyl 5-(3,5-dibromo-2-oxopyrazin-1(2H)-yl)-2-fluoro-4-methylbenzoateHCID 66689569—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Productmethyl 5-[3-({1-[2-(benzyloxy)phenyl]cyclopropyl}amino)-5-bromo-2-oxopyrazin-1(2H)-yl]-2-fluoro-4-methylbenzoateHCID 66689853111.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 1-(2-(benzyloxy)phenyl)cyclopropanamine (1.026 g) in dioxane (10 mL) was treated with methyl 5-(3,5-dibromo-2-oxopyrazin-1(2H)-yl)-2-fluoro-4-methylbenzoate (Example 318d, 1.500 g) and Hunig's Base (0.936 mL) under nitrogen. The resulting solution was stirred at 100° C. for 16 h. The cooled mixture was diluted with 2 M HCl and extracted with diethyl ether. The combined organics were dried (MgSO4) and evaporated to afford the subtitle compound (2.310 g) as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889692B2
Source datasetuspto-grants-2014_11
ORD IDord-459717f7cdc04a2db238447b3f72aae5
Source noteuspto-grants-2014_11