2,4-Dichloro-5-fluoropyrimidine → HCID 68781682, compound

Participants

Reaction Steps

The title compound was prepared as described in Example 1, substituting 1,5-dimethyl-1H-pyrazol-4-amine for 1-methyl-1H-pyrazol-4-amine in Example 1B along with substitution of (+)-(1S,2S,3R,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide for (+/−)-(1S,2S,3R,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide and 2,4-dichloro-5-bromopyrimidine for 2,4-dichloro-5-fluoropyrimidine in Example 1A. 1H NMR (400 MHz, DMSO-d6) ppm 1.38 (d, J=8.85 Hz, 1H) 2.08 (d, J=8.85 Hz, 1H) 2.15 (s, 3H) 2.70 (s, 1H) 2.85 (s, 1H) 3.68 (s, 3H) 3.71 (q, J=5.19 Hz, 1H) 3.96-4.13 (m, 1H) 6.16 (dd, J=5.49, 3.05 Hz, 1H) 6.27 (dd, J=5.65, 2.90 Hz, 1H) 6.82 (s, 1H) 7.22-7.42 (m, J=7.63 Hz, 2H) 7.47 (s, 1H) 7.85 (s, 1H) 7.91 (s, 1H); MS (ESI(+)) m/e 418, 420 (M+H)+.

Provenance & Evidence