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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625107Generated: November 3, 2026

Dimethylformamide → HCID 67060238, compound

https://huagongshe.com/reaction/1625107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPicolyl chloride hydrochlorideHCID 23392—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67060294HCID 67060294—
ProductHCID 67060238HCID 67060238—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 2-(4-amino-2-methoxyphenyl)tetrahydroimidazo[1,5-a]pyridine-1,3(2H,5H)-dione (250 mg; 0.908 mmol) in DMF (5 mL) was added DIEA (316 μL; 1.82 mmol) followed by picolinyl chloride HCl (194 mg; 1.09 mmol). The reaction mixture was stirred at 50° C. overnight and then cooled to rt and washed with CH2Cl2 and H2O. The organic layer was concentrated and purified by flash column chromatography (EtOAc) yielding N-(4-(1,3-dioxotetrahydroimidazo[1,5-a]pyridin-2(1H,3H,5H)-yl)-3-methoxyphenyl)picolinamide, 1.3.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779157B2
Source datasetuspto-grants-2014_07
ORD IDord-d1184591ad0b441095f6022777e2f26a
Source noteuspto-grants-2014_07