Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386407Generated: October 26, 2026

Potassium tert-butoxide → 2-Chloro-5H-pyrrolo[2,3-B]pyrazine

https://huagongshe.com/reaction/386407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant5-Chloro-3-(triethyl-silanylethynyl)-pyrazin-2-ylamineHCID 59463522—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium chloride; waterHCID 57417360—
Product2-Chloro-5H-pyrrolo[2,3-B]pyrazineHCID 45789638—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of potassium tert-butoxide (1 g, 4.5 mM) in N-methylpyrrolidone (3 ml) was heated to 80° C. under nitrogen. A solution of 5-chloro-3-(triethyl-silanylethynyl)-pyrazin-2-ylamine (3) (1.2 g, 4.5 mmol) in N-methylpyrrolidone (10 ml) was added dropwise. The reaction mixture was stirred at 80° C. for a further fifty minutes and then the reaction mixture was allowed to cool to room temperature. Brine (10 ml) was added to the reaction mixture and extracted with ethyl acetate (5×20 ml). The combined organics were washed with brine, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a solution in N-methylpyrrolidone. MS (ES+): 154

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372835B2
Source datasetuspto-grants-2013_02
ORD IDord-d8a8fc7882ee4968b2e53b2d95380ef9
Source noteuspto-grants-2013_02