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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409546Generated: October 30, 2026

Triethylamine → HCID 66653393, compound

https://huagongshe.com/reaction/409546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-FluorobenzylamineHCID 67326—
ReactantTriphosgeneHCID 94429—
ReactantHCID 57500383HCID 57500383—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66653393HCID 66653393219.6%

Reaction Steps

3 g (10.4 mmol) of triphosgene diluted in 40 ml of dioxane are added to 5.57 g (14.9 mmol) of methyl 2-amino-5-[1-bromo(imidazo[1,5-a]pyridin-3-yl)carbonyl]benzoate in 160 ml of dioxane, under an inert atmosphere. The reaction medium is refluxed for 1 hour. 3.7 g (0.030 mol) of 4-fluorobenzylamine and 6.22 ml (0.045 mol) of triethylamine are added at ambient temperature. The reaction medium is stirred for 4 hours at ambient temperature and then hydrolysed with water. The precipitate obtained is filtered off, rinsed with water, and dried under reduced pressure at 50° C. overnight. The solid obtained is taken up with methanol, filtered, rinsed with methanol, and dried under reduced pressure overnight. 12 g of a yellow solid are obtained (yield=95.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759344B2
Source datasetuspto-grants-2014_06
ORD IDord-af7c8520f6454eb09ef8e8ff15dca157
Source noteuspto-grants-2014_06