Sulfuryl chloride → HCID 46195697, compound

Participants

Reaction Steps

In analogy to GP 6b, 144 mg of 2-(3-amino-phenoxy)-4-fluoro-6-(2-fluoro-4-iodo-phenylamino)-benzamide (Intermediate 1.4; 0.3 mmol, 1 eq.) were dissolved in 1.5 mL pyridine and treated with 51 mg iso-propylsulfonyl chloride (0.36 mmol, 1.2 eq., dissolved in 0.5 mL pyridine). The reaction mixture was stirred at rt overnight, treated with another 0.5 eq. sulfonylchloride (in 0.2 mL pyridine) and stirring was continued at rt overnight. After addition of further 0.5 eq. sulfonylchloride (in 0.2 mL pyridine) and further stirring at rt overnight, the resulting mixture diluted with ethyl acetate, washed with water and the organic layers dried. Concentration in vacuo followed by HPLC purification provided 82 mg (46% yield) of the desired compound, which includes substoichiometric amounts of formic acid.

Provenance & Evidence