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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959346Generated: October 26, 2026

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

https://huagongshe.com/reaction/1959346

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 numberUS08410112B2
Source datasetuspto-grants-2013_04
ORD IDord-876a0d56c82e44628c1eee5fdaf1b967
Source noteuspto-grants-2013_04