Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490409Generated: October 28, 2026

2-Methylbenzenesulfonamide → HCID 18444615, compound

https://huagongshe.com/reaction/490409

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylbenzenesulfonamideHCID 6924—
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 68680725HCID 68680725—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18444615HCID 184446152.8%

Reaction Steps

A suspension of 4-{[4-(5-methoxy-pyridin-2-yl)-phenylamino]-methyl}-5-methyl-furan-2-carboxylic acid hydrochloride salt (166) (30 mg, 0.08 mmoles) in tetrahydrofuran (5 ml) was treated with toluene-2-sulphonamide (41 mg, 0.24 mmoles), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (34 mg, 0.176 mmoles) and 4-(N,N-dimethylamino)-pyridine (10 mg, 0.08 mmoles) and the mixture stirred at room temperature for 16 hours. Triethylamine (24.3 mg, 0.24 mmoles) was added and the mixture was stirred for a further 18 hours. The reaction mixture was concentrated and the residue was purified by HPLC to afford compound 167 as a yellow glass (1.1 mg)). LC/MS System A; Rt=2.72 mins, m/z (ES+)=492 (M+H for C26H25N3O5S) and m/z (ES−)=490 (M−H for C26H25N3O5S).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528157B2
Source datasetuspto-grants-2009_05
ORD IDord-583bcc32d8694c2ab3324d2eedfacf25
Source noteuspto-grants-2009_05