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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78557Generated: October 26, 2026

Aniline → 3-amino-6-bromo-N-phenylpyrazine-2-carboxamide

https://huagongshe.com/reaction/78557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-6-bromopyrazine-2-carboxylic acidHCID 18521600—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product3-amino-6-bromo-N-phenylpyrazine-2-carboxamideHCID 5293714874.4%

Reaction Steps

A mixture of 3-amino-6-bromo-pyrazine-2-carboxylic acid (3.5 g, 16.05 mmol), 1,1′-carbonyldiimidazole (5.205 g, 32.10 mmol), DIPEA (2.282 g, 3.075 mL, 17.66 mmol) and DMAP (98.04 mg, 0.8025 mmol) were combined in DMSO (131.2 mL) and stirred for 30 min. Aniline (1.495 g, 1.463 mL, 16.05 mmol) was then added and the resulting solution stirred at RT for 18 hours. After this time water was added and the product collected by filtration to give a brown powder (3.5 g, 74% Yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841308B2
Source datasetuspto-grants-2014_09
ORD IDord-5fed8c8601554ad38411a17b244187ee
Source noteuspto-grants-2014_09