HCID 21195131, compound → HCID 21195133, compound

Participants

Reaction Steps

6-Cyano-4'-(4-methoxyphenyl)-2,2':6',2"-terpyridine (1 mmol) in 33 ml of glacial acetic acid was reduced with hydrogen in the presence of 0.1 g of 10% palladium catalyst on carbon in a Parr apparatus at 40-50 psi and 40°-45° C. for three days. The catalyst was removed by filtration under nitrogen, and the product was purified using a silica gel column by elution with 2.5% ammonium hydroxide/5% methanol/92.5% methylene chloride to yield 0.24 g (65%) of product as a hemi-hydrate. 1H NMR (CDCl3): 1.87 (singlet (s), exchanges with D2O); 3.90 (s, 3H, MeO--); 4.12 (s, 2H, terpyridyl-CH2 --N), 7.08 (doublet (d), 2H, phenyl); 7.35 (multiplet (m), 2H); 7.90 (m and d, 4H); 8.55 (d, 1H); and 8.70 ppm (m, 4H). Calculated: C, 73.19%; H 5.61%; N, 14.84%. Found: C, 72.95%; H, 5.43%; N, 14.61%.

Provenance & Evidence