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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405007Generated: October 30, 2026

Triethylamine → HCID 178504185, compound

https://huagongshe.com/reaction/1405007

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 numberUS08916548B2
Source datasetuspto-grants-2014_12
ORD IDord-55b24dac06134c18a43d1c198905e04e
Source noteuspto-grants-2014_12