Sodium hydride → HCID 58714276, compound

Participants

Reaction Steps

Tert-butyl (1S,4S)-5-(6-aminopyrimidin-4-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 16-2 (0.324 g, 1.11 mmol), sodium hydride (0.089 g, 2.22 mmol) and 2-chloro-1,3-thiazole-5-carbonitrile 2-2 (0.161 g, 1.11 mmol) were treated as in Scheme 4 above. The product was purified on a C18 preparative column after treating the crude product with trifluoroacetic acid and then converted to a free base form after isolation via lyophilization. Hi-Res MS: calc: 300.1026 found: 300.1039. 1NMR (DMSO): 8.36 ppm (s, 1H); 8.23 ppm (s, 1H); 5.88 ppm (s, 1H); 4.90 ppm (s, 1H); 3.77 ppm (s, 1H); 3.41 ppm (s, 1H); 3.32 ppm (m, 2H); 2.93 ppm (d, 1H); 2.79 ppm (d, 1H); 1.78 ppm (m, 1H); 1.69 ppm (m, 1H).

Provenance & Evidence