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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218969Generated: October 29, 2026

Methanesulfonamide → N-[3-(4-Iodo-2-methyl-phenylamino)-pyridine-4-carbonyl]methanesulfonamide

https://huagongshe.com/reaction/218969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant3-[(2-Methyl-4-iodophenyl)amino]isonicotinic acidHCID 57649617—
SolventTetrahydrofuranHCID 8028—
ProductN-[3-(4-Iodo-2-methyl-phenylamino)-pyridine-4-carbonyl]methanesulfonamideHCID 5764964833%

Reaction Conditions

Temperature40 °C

Reaction Steps

3-[(4-Iodo-2-methylphenyl)amino]isonicotinic acid (example 3) (50 mg, 0.141 mmol) was dissolved in 4 ml dry THF followed by the addition of 1,1″-carbonyldiimidazole (CDI) (0.311 mmol, 50 mg), methanesulfonamide (0.169 mmol, 16.1 mg) and DBU (0.169 mmol, 26 mg). The mixture was stirred for 16 h at 40° C. and the volatiles were removed in vacuo. The crude material was purified by preparative HPLC to give 20.3 mg (47 μmol; 33% yield) of pure desired product. LC-MS (method III): rt=2.74 min; m/z [M+H]+ 432.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198457B2
Source datasetuspto-grants-2012_06
ORD IDord-5ea81e94d85e4ded9724ba9c98d5a950
Source noteuspto-grants-2012_06