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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916179Generated: November 3, 2026

Triethylamine → HCID 178504185, compound

https://huagongshe.com/reaction/1916179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 178419319HCID 178419319—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178504185HCID 178504185—

Reaction Steps

The title compound is synthesized according to general procedure GP2 starting from 1.2 g (6.1 mmol) 5-bromo-3H-imidazo[4,5-b]pyridine and 1.2 mL (8.4 mmol) 1-trimethylsilyl-ethyne using 34 mg (0.18 mmol) CuI, 159 mg (0.61 mmol) triphenylphosphine, 128 mg (0.18 mmol) PdCl2(PPh3)2 and 10.1 mL (72.7 mmol) triethylamine in 10 mL dry THF. The formed precipitate is filtered off and the product is purified by RP-HPLC using an ACN/H2O gradient. Yield: 606 mg (46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618111B2
Source datasetuspto-grants-2013_12
ORD IDord-1d4aadd295f84bda894126e81181dc5d
Source noteuspto-grants-2013_12