Boron Trichloride → HCID 50944029, compound

Participants

Reaction Steps

To a solution of 2-(5-(N-tert-butylsulfamoyl)thiophen-2-yl)-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidine-5-carboxylic acid (80 mg, 0.17 mmol, 1.0 eq) in CH2Cl2 (20 mL) was added 1N BCl3 (3.4 mL, 3.4 mmol, 20.0 eq) at rt. The mixture was stirred for 3 h and concentrated. The residue was purified by recrystallization with methanol and isopropylether to 4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2-(5-sulfamoylthiophen-2-yl)pyrimidine-5-carboxylic acid (Compound 179) (30 mg, 44%). LC-MS (m/z)=407.0 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.77-0.80 (m, 2H), 0.98-1.03 (m, 2H), 1.95-2.00 (m, 1H), 6.60 (s, 1H), 7.65 (d, J=4.0 Hz, 1H), 7.92 (s, 2H), 7.95 (d, J=4.0 Hz, 1H), 8.92 (s, 1H), 10.74 (s, 1H).

Provenance & Evidence