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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731537Generated: October 30, 2026

Pyridine → HCID 59186704, compound

https://huagongshe.com/reaction/731537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 59186683HCID 59186683—
SolventAcetonitrileHCID 6342—
ProductHCID 59186704HCID 59186704—

Reaction Steps

A solution of EXAMPLE 1F in acetonitrile (20 mL) at 0° C. was treated with DMF (0.543 mL, 7.02 mmol) and oxalyl chloride (0.561 mL, 6.43 mmol), stirred for 5 minutes, treated with pyridine (1.04 mL, 12.866 mmol), and stirred for another 50 minutes at 0° C. The reaction mixture was partitioned between ethyl acetate and saturated aqueous NaHCO3, the aqueous layer extracted with ethyl acetate three times and the combined organic layers dried (MgSO4), filtered, and concentrated to give the desired product as a residue that was utilized directly in the next step without further purification. MS (ESI) m/e 325 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585858B2
Source datasetuspto-grants-2009_09
ORD IDord-f684a6bd98e641db8f7788a792a2dc67
Source noteuspto-grants-2009_09