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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409536Generated: October 30, 2026

Propylamine → HCID 66653425, compound

https://huagongshe.com/reaction/409536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantHCID 66653630HCID 66653630—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66653425HCID 6665342586%

Reaction Conditions

Temperature100 °C

Reaction Steps

0.181 g (0.61 mmol) of triphosgene is added, under an inert atmosphere, to 0.75 g (0.87 mmol) of methyl 2-amino-5-({1-[3-(methoxycarbonyl)phenyl]imidazo[1,5-a]pyridin-3-yl}carbonyl)benzoate in 10 ml of dioxane. The reaction medium is heated at 100° C. for 3 hours. 0.14 ml (1.75 mmol) of propylamine and 0.37 ml (2.62 mmol) of triethylamine are added at ambient temperature. After stirring for 2 hours at ambient temperature, the reaction medium is hydrolysed with water. The medium is filtered, washed with water, and dried under reduced pressure at 50° C. overnight. The solid obtained is purified by silica gel column chromatography with a dichloromethane/methanol (95/5) mixture. 0.27 g of a yellow powder is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759344B2
Source datasetuspto-grants-2014_06
ORD IDord-90a2daac2ff54e3c965a2b5f5927cdef
Source noteuspto-grants-2014_06