Methyl iodide → HCID 16005230, compound

Participants

Reaction Conditions

Reaction Steps

2-(4-(6-(Hydroxymethyl)pyrazin-2-yl)phenyl)-N-isobutyl-2-methylpropanamide (example 29a) (37 mg, 0113 mmol) in DMSO (1 mL) was added under argon to a solution of KOH (9.5 mg, 0.169 mmol) in DMSO (1 mL) and the mixture was stirred for 5 min then cooled to 0° C. MeI (7.7 μL, 0.124 mmol) in DMSO (1 mL) was added dropwise and the mixture was stirred at room temperature for 20 min. The reaction was quenched with water (100 μL) and the product was purified by RP HPLC (water-acetonitrile) to give 19 mg (50%) of the product. 1H NMR (400 MHz, dMSO): δ 0.73-0.75 (d, 6H), 1.49 (s, 6H), 1.68-1.71 (m, 1H), 2.83-2.86 (m, 2H), 3.37 (s, 3H), 4.63 (s, 2H), 7.37 (t, 1H), 7.45-7.48 (d, 2H), 8.07-8.09 (d, 2H), 8.60 (s, 1H), 9.16 (s, 1H); MS+H (342).

Provenance & Evidence