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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174657Generated: October 29, 2026

N-bromobutanimide → Methyl 3-Amino-6-bromopyrazine-2-carboxylate

https://huagongshe.com/reaction/2174657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 3-aminopyrazinecarboxylateHCID 72669—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 22725182%

Reaction Steps

Methyl 3-aminopyrazine-2-carboxylate (100 g, 653.0 mmol) and N-bromosuccinimide (116.2 g, 653.0 mmol) were stirred in MeCN (1.198 L) at ambient temperature for 15 hours. The resultant precipitate was isolated by filtration and washed with MeCN (10 mL) and diethyl ether (100 mL) to give the sub-title product as pale yellow flakes (123.73 g, 82% Yield). 1H NMR (400.0 MHz, CDCl3) δ 4.00 (s, 3H), 6.47 (br s, 2H), 7.28 (s, 1H) and 8.31 (s, 1H) ppm; (ES+) 232.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062008B2
Source datasetuspto-grants-2015_06
ORD IDord-93851dc6144042509f5f8c6622d09ebd
Source noteuspto-grants-2015_06