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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246713Generated: October 25, 2026

Tert-Butylamine → 2-bromo-N-tert-butyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide

https://huagongshe.com/reaction/246713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 86677897—
SolventDichloromethaneHCID 6344—
Product2-bromo-N-tert-butyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxamideHCID 8667799542%

Reaction Steps

A mixture of 2-bromo-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid (0.2 g, 0.83 mmol), 2-methylpropan-2-amine (66 mg, 0.91 mmol), EDCI (476 mg, 2.49 mmol) and HOBt (112 mg, 0.83 mmol) in dry dichloromethane (20 mL) was stirred at room temperature for 16 hours. Reaction mixture was concentrated to about half the volume and the formed precipitate was separated by filtration, the filter cake was washed with dichloromethane and dried to afford 2-bromo-N-tert-butyl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (103 mg, 42%) as a yellow solid. LCMS: (M+H)+=297.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-380c1752d696427f883a186be3b869eb
Source noteuspto-grants-2014_02