Benzoic acid, 3-(chlorosulfonyl)- → HCID 60054801, compound

Participants

Reaction Steps

To a mixture of Example 50 (100 mg, 0.23 mmol) and 3-(chlorosulfonyl)benzoic acid (57 mg, 0.26 mmol) in THF (5 ml) was added DIEA (45 μl, 0.26 mmol) at room temperature. The reaction mixture was stirred at room temperature for 24 hours then concentrated under vacuum. The residue was partitioned between EtOAc and water. The pH was adjusted to pH=2. The aqueous layer was extracted twice with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The obtained solid was chromatofraphed over silica gel using DCM/MeOH (80/20) to yield the above-titled compound (63 mg), mp=145° C. 1H NMR (CDCl3): 8.63 (1H, s), 8.41 (1H, d, J=7.5 Hz), 8.17 (1H, d, J=7.4 Hz), 7.77 (1 H, t, J=7.7 Hz), 7.62 (2H, d, J=7.7 Hz), 7.18-7.26 (3H, m), 6.60 (2H, s), 3.4-4.2 (7H, m), 1.45 (3H, t, J=6.8 Hz).

Provenance & Evidence