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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735524Generated: October 30, 2026

Pyridine → HCID 57842864, compound

https://huagongshe.com/reaction/735524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantOxalyl chlorideHCID 65578—
ReactantMethylamine hydrochlorideHCID 6364545—
Reactant5-Nitro-2-(propan-2-ylsulfanyl)benzoic acidHCID 57842798—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 57842864HCID 5784286482%

Reaction Steps

Oxalyl chloride (1.75 mL, 19.6 mmol) was added dropwise to a suspension of 16A (2.41 g, 10 mmol) in DCM (20 mL) containing DMF (2 drops) at 0° C. The reaction mixture was warmed to rt and stirred overnight. The reaction mixture was concentrated in vacuo and coevaporated twice with toluene. The residue was dissolved in DCM (25 mL) and added portionwise to a solution of methylamine hydrochloride (2.03 g, 30.1 mmol) and pyridine (8.1 mL, 100 mmol) in DCM (25 mL) at 0° C. The reaction mixture was stirred overnight at rt. The reaction mixture was concentrated in vacuo and the residue was triturated with water to give 16B (2.08 g, 82%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592331B2
Source datasetuspto-grants-2009_09
ORD IDord-7f4b17e3697c4402a024b53b09fbb03a
Source noteuspto-grants-2009_09