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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066933Generated: October 31, 2026

Triethylamine → HCID 178446211, compound

https://huagongshe.com/reaction/2066933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 178446210HCID 178446210—
SolventDimethylformamideHCID 6228—
ProductHCID 178446211HCID 17844621180.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6-bromo-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyrazin-2-ol (3.75 g, 13.2 mmol)), trimethylsilylacetylene (2.8 mL, 19.8 mmol), PdC12(PPh)2 (0.93g, 1.32 mmol), Cul (0.5 g, 2.64 mmol) and triethylamine (5.5 mL, 39.5 mmol) in DMF (50 mL) was purged with N2 for 30 seconds followed by stirring at 80° C. After 3 hours the reaction mixture was diluted with EtOAc, washed with NH4Cl solution, dried over Na2SO4, and concentrated in vacuo. Purification with over silica gel (Biotage MPLC 10-80% EtOAc/hexanes) provided the title compound (3.2 g, 80%) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293761B2
Source datasetuspto-grants-2012_10
ORD IDord-26463f6528a9400d9eef7844835341b2
Source noteuspto-grants-2012_10