HCID 89875789, compound → HCID 117952993, compound

Participants

Reaction Conditions

Reaction Steps

4-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)benzamide (263.6 mg, 0.731 mmol) was dissolved in tetrahydrofuran (THF) (10 mL) and to this solution was added borane-tetrahydrofuran complex (1 M) (2.194 mL, 2.194 mmol). The reaction was then heated to 75° C. and refluxed overnight under nitrogen. The reaction was cooled and quenched by the addition of 2 M HCl. The reaction mixture was then neutralised by the slow addition of 10 M sodium hydroxide and the product extracted to the organic phase of an aqueous work up between ethyl acetate and water. The organic phase was passed through a hydrophobic frit and concentrated in vacuo. The crude was purified by mass directed autoprep (formic acid modifier), over 3 injections. The relevant fractions were evaporated in vacuo to give the required product, 152 mg. LCMS [LCMS1] Rt 0.87 min, m/z (ES+) 347 (M+H).

Provenance & Evidence