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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217965Generated: October 30, 2026

Pyridine → HCID 4709, compound

https://huagongshe.com/reaction/217965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPropionyl chlorideHCID 62324—
ReactantN4-(3-Bromophenyl)quinazoline-4,6-diamineHCID 5328042—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 4709HCID 4709—

Reaction Conditions

Temperature5 °C

Reaction Steps

N4-(3-bromophenyl)quinazoline-4,6-diamine (100 mg, 0.32 mmol), pyridine (0.3 mL), and DMAP (20 mg) were dissolved in 10 mL of anhydrous THF. The solution was cooled to 5° C. Propionyl chloride (33 mg, 0.35 mmol) was added to the reaction flask dropwise. Ice bath removed was removed, and the reaction mixture was stirred at room temperature and filtered. The filtrate was dried in vacuo to give a yellow solid. The yellow solid was dissolved in ethyl acetate, washed once with saturated Na2CO3, then with 10% acetic acid, and then with brine. The organic phase was dried, filtered, and stripped of solvent in vacuo to give a crude product which was purified by TLC to give the title compound as a whitish product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198301B2
Source datasetuspto-grants-2012_06
ORD IDord-49b3dafba67b4c26aaa73221b4b55c21
Source noteuspto-grants-2012_06