3-(Methylsulfonyl)phenylboronic acid → HCID 46178649, compound

Participants

Reaction Conditions

Reaction Steps

Pd(PPh3)2Cl2 (10 mg, 0.01 mmol) in a 10 mL flask under Ar was treated sequentially with 2′-amino-6-bromo-1′-methyl-2-phenylspiro[chroman-4,4′-imidazol]-5′(1′H)-one (20 mg, 0.052 mmol) in 1,4-dioxane (1 mL), Cs2CO3 (2 N, 0.3 mL) and 3-(methylsulfonyl)phenylboronic acid (20.8 mg, 0.104 mmol). The mixture was heated at 120° C. under Ar in a microwave reactor for 30 minutes. The reaction mixture was concentrated in vacuo to give the residue, which was purified by preparative TLC to give 2′-amino-1′-methyl-6-(3-(methylsulfonyl)phenyl)-2-phenylspiro[chroman-4,4′-imidazol]-5′(1′H)-one (16.89 mg, 70%). 1H-NMR (MeOD): 2.01 (m, 1H), 2.31 (m, 1H), 3.14 (m, 3H), 3.21 (m, 3H), 5.22 (m, 0.2H), 5.83 (m, 0.7H), 6.89 (m, 1H), 7.18 (m, 1H), 7.23 (m, 1H), 7.32 (m, 2H), 7.39 (m, 2H), 7.45 (m, 1H), 7.57 (m, 1H), 7.76 (m, 2H), 7.96 (m, 1H).

Provenance & Evidence