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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409532Generated: October 29, 2026

Propylamine → HCID 66653584, compound

https://huagongshe.com/reaction/409532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantHCID 66653613HCID 66653613—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66653584HCID 6665358489.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

0.35 g (1.2 mmol) of triphosgene is added, at ambient temperature under a nitrogen atmosphere, to a suspension of 0.5 g (1.7 mmol) of methyl 2-amino-5-(imidazo[1,5-a]pyridin-3-ylcarbonyl)benzoate in 20 ml of anhydrous dioxane. After heating for 2 hours at 100° C., 0.28 ml (3.4 mmol) of n-propylamine and then 0.71 ml (5 mmol) of triethylamine are added to the reaction medium at ambient temperature. After stirring for 18 hours at ambient temperature, H2O is added. The aqueous phase is extracted with dichloromethane. The organic phase is dried over sodium sulphate, filtered, and concentrated under reduced pressure. The yellow solid obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (98/2) mixture. 0.410 g of a yellow solid is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759344B2
Source datasetuspto-grants-2014_06
ORD IDord-f4c1355a7eba4c9891951cb348a7d71e
Source noteuspto-grants-2014_06