Diisopropylethylamine → HCID 178431857, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of single enantiomer 7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.125 g, 0.412 mmol) made from above, 6-bromo-9H-purine (0.148 g, 0.742 mmol), and N,N-diisopropylethylamine (0.144 mL, 0.824 mmol) in ethanol (1.5 mL) was heated at 110° C. overnight. The mixture was filtered, and the filtrate was purified on preparative-LCMS (XBridge C18 Column, eluting with a gradient of acetonitrile/water containing 0.15% NH4OH) to give the desired product (0.076 g, 44%). LCMS calculated for C20H17FN7OS (M+H)+: m/z=422.1. Found: 422.0. 1H NMR (DMSO-d6, 500 MHz) δ 8.05 (2H, s), 7.43 (1H, m), 7.24˜7.14 (5H, m), 6.99 (1H, s), 5.08 (1H, m), 2.59 (3H, s), 1.29 (3H, d, J=6.5 Hz) ppm. 19F NMR (DMSO-d6, 376.3 MHz) δ −114 ppm.

Provenance & Evidence