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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29096Generated: October 25, 2026

Tert-Butyl isocyanide → [2-(5-Bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-tert-butyl-amine

https://huagongshe.com/reaction/29096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-Butyl isocyanideHCID 23577—
ReactantPerchloric AcidHCID 24247—
Reactant5-Bromothiophene-2-carbaldehydeHCID 78428—
ReactantAminopyrazineHCID 78747—
SolventDichloromethaneHCID 6344—
Product[2-(5-Bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-tert-butyl-amineHCID 6931710054%

Reaction Steps

237 mg (2.50 mmol) of 2-aminopyrazine were dissolved together with 208 mg (2.50 mmol) of tert-butylisonitrile and 0.27 ml (2.50 mmol) of 5-bromothiophene-2-carbaldehyde in DCM (5 ml). After addition of perchloric acid (0.25 ml), the mixture was stirred at RT for 5 d. Washing was then performed with a sat. aq. sodium carbonate solution and a sat. aq. common salt solution. The organic phase was dried over magnesium sulfate, filtered and evaporated under a vacuum. After carrying out column chromatography (EA/DIPE/DCM 2:2:1) with the group, 471 mg (1.3 mmol, 54% of theoretical) of [2-(5-bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-tert-butyl-amine were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420056B2
Source datasetuspto-grants-2008_09
ORD IDord-349aa6a045c34d0c965d1e3ca68e6ff0
Source noteuspto-grants-2008_09