Potassium Carbonate → HCID 59750689, compound

Participants

Reaction Steps

Combine N-Boc-1-aminomethyl-indan-5-ol (described in prep for Intermediate 17) (5.80 g, 20.9 mmol), 6-chloronicotinonitrile (2.89 g, 20.9 mmol), K2CO3 (4.33 g, 31.3 mmol) and DMA (50 ml) and heat at 100 C for 4.5 hours. After cooling, pour the reaction mixture into saturated, aqueous NH4Cl and extract with EtOAc (2×). Wash extract with brine, dry (MgSO4) and concentrate to a brown foam. Purify on silica gel (30% EtOAc/Hexane) to obtain the title compound (7.88 g) as a light yellow foam. Mass spectrum (ion spray): m/z=380 (M+1); 1HNMR (CDCl3): 8.45 (s, 1H), 7.90 (d, 1H), 7.25-7.18 (m, 2H), 6.99 (d, 1H), 6.91 (d, 1H), 4.69 (m, 1H), 3.51-3.25 (m, 2H), 3.03 (m, 1H), 2.62-2.39 (m, 1H), 1.83-1.68 (m, 4H), 1.46 (s, 9H).

Provenance & Evidence