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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697417Generated: November 2, 2026

1-Bromo-3-chloropropane → 3-[3-{2-[2-(3-Chloropropoxy)phenyl]pyrrolidin-1-yl}-2-oxopyrazin-1(2H)-yl]-N-cyclopropyl-4-methylbenzamide

https://huagongshe.com/reaction/1697417

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium CarbonateHCID 11430—
ReactantN-cyclopropyl-3-{3-[2-(2-hydroxyphenyl)pyrrolidin-1-yl]-2-oxo-3,4-dihydropyrazin-1(2H)-yl]-4-methylbenzamideHCID 66689880—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product3-[3-{2-[2-(3-Chloropropoxy)phenyl]pyrrolidin-1-yl}-2-oxopyrazin-1(2H)-yl]-N-cyclopropyl-4-methylbenzamideHCID 66689226—

Reaction Conditions

Temperature83 °C

Reaction Steps

A solution of N-cyclopropyl-3-{3-[2-(2-hydroxyphenyl)pyrrolidin-1-yl]-2-oxo-3,4-dihydropyrazin-1(2H)-yl}-4-methylbenzamide (Example 324a, 0.2 g) in acetonitrile (5 mL) was treated with potassium carbonate (0.642 g) and 1-bromo-3-chloropropane (0.459 mL) under nitrogen. The resulting suspension was stirred at 83° C. for 10 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and evaporated to give the subtitle compound (0.23 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163905B2
Source datasetuspto-grants-2012_04
ORD IDord-f8f4e183f46047bdacb3b21d4d747f2f
Source noteuspto-grants-2012_04