4-(Methoxymethyl)benzeneboronic acid → HCID 58424139, compound

Participants

Reaction Conditions

Reaction Steps

Pd(PPh3)2Cl2 (10 mg) in a 10 mL tube 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 4-(methoxymethyl)phenylboronic acid (16.6 mg, 0.1 mmol). The mixture was heated at 120° C. 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 pure 2′-amino-6-(4-(methoxymethyl)phenyl)-1′-methyl-2-phenylsp-iro[chroman-4,4′-imidazol]-5′(1′H)-one (3.8 mg, 15%). 1H-NMR (MeOD): 2.10 (t, 1H), 2.24 (t, 1H), 3.01 (s, 3H), 3.27 (s, 3H), 4.17 (m, 2H), 5.81 (d, 1H), 6.90 (m, 2H), 7.12 (d, 2H), 7.27 (m, 3H), 7.49 (m, 5H).

Provenance & Evidence