2,4,5-Trichloropyrimidine → HCID 68780355, 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 2,4,5-trichloropyrimidine for 2,4-dichloro-5-fluoropyrimidine in Example 1A. 1H NMR (400 MHz, DMSO-d6, T=90° C.) ppm 1.38 (d, J=8.85 Hz, 1H) 2.08 (d, J=8.85 Hz, 1H) 2.15 (s, 3H) 2.71 (s, 1H) 2.85 (s, 1H) 3.65-3.71 (m, 3H) 3.97-4.10 (m, 1H) 6.17 (dd, J=5.49, 3.05 Hz, 1H) 6.28 (dd, J=5.65, 2.90 Hz, 1H) 6.84 (br s, 1H) 7.39 (d, J=7.93 Hz, 1H) 7.47 (s, 1H) 7.78 (s, 1H) 7.89 (s, 1H); MS (ESI(+)) m/e 374 (M+H)+.

Provenance & Evidence