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. Author manuscript; available in PMC: 2012 Apr 14.
Published in final edited form as: J Med Chem. 2011 Mar 9;54(7):2241–2254. doi: 10.1021/jm101410t

Table 1.

Spectroscopic Data of Model Compounds.

1H-NMR IR
Compound δN-H in CDCl3 (ppm) δN-H in DMSO-d6 (ppm) Δδ(δDMSO)−(δCDCl3) (ppm) νN-Hc (cm−1)
6a 11.33 10.40 − 0.93 2924
6b 11.88 10.92 −0.96 2924
6c 11.68 10.75 −0.93 2922
7b 12.24a, 8.78b 12.11a, 9.72b −0.13a, 0.94b 2917a, 3302b
8b 8.52 9.39 0.87 3259
a

N-H involved in H-bond with pyridine ring;

b

N-H not involved in H-bond with pyridine ring;

c

in solid state. Tetramethylsilane (TMS) was used as the internal standard for H-bond studies.