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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783785Generated: October 26, 2026

Potassium Carbonate → 3-(2-Morpholin-4-yl-ethyl)-imidazo[1,5-a]pyridine

https://huagongshe.com/reaction/1783785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-morpholin-4-yl-N-pyridin-2-ylmethyl-propionamideHCID 68829733—
Solvent1,2-DichloroethaneHCID 11—
Product3-(2-Morpholin-4-yl-ethyl)-imidazo[1,5-a]pyridineHCID 6883001678%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-morpholin-4-yl-N-pyridin-2-ylmethyl-propionamide (5.4 g, 21.7 mmol) in 1,2-dichloroethane (100 mL), cooled in an ice bath, was added POCl3 (12 mL). The mixture was heated to 80° C. for 3 h. After this time the mixture was allowed to cool and poured slowly into 10% aqueous potassium carbonate (500 mL). The mixture was extracted with dichloromethane (200 mL) and ethyl acetate (200 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was chromatographed on silica to yield 3-(2-morpholin-4-yl-ethyl)-imidazo[1,5-a]pyridine (3.89, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501438B2
Source datasetuspto-grants-2009_03
ORD IDord-b4303cc0898b432ea7c687346ea67b50
Source noteuspto-grants-2009_03