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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428674Generated: November 1, 2026

Hydrochloric Acid → 2-Bromo-3-chloro-6-methyl-5H-pyrrolo[2,3-b]pyrazine

https://huagongshe.com/reaction/1428674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant5-Bromo-6-chloro-3-(3-(trimethylsilyl)prop-1-ynyl)pyrazin-2-amineHCID 86690323—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
Product2-Bromo-3-chloro-6-methyl-5H-pyrrolo[2,3-b]pyrazineHCID 86690324—

Reaction Conditions

Temperature60 °C

Reaction Steps

5-Bromo-6-chloro-3-(3-(trimethylsilyl)prop-1-ynyl)pyrazin-2-amine (step 2) (280 mg, 0.879 mmol) in tert-butanol (4 ml) at RT was treated with KOtBu (217 mg, 1.933 mmol) and heated at 60° C. for 2 hours. The reaction mixture was cooled to room temperature, diluted with water and the pH adjusted to pH 1 using 2M HCl. The aqueous was extracted with DCM (×3) and the organic solvent removed under reduced pressure to afford the titled compound:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937069B2
Source datasetuspto-grants-2015_01
ORD IDord-2dcc7adbf4a04481ae7a3ec96fcd8041
Source noteuspto-grants-2015_01