Compounds for treatment of oncovirus induced cancer and methods of use thereof
A compound, hydrate technology, applied in the field of compounds of formula
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Embodiment 1
[0760] Example 1: 6-(4-(tert-butyl)phenoxy)-N-(pyridin-4-ylmethyl)pyridin-3-amine
[0761]
[0762] Following General Procedure C, 6-(4-(tert-Butyl)phenoxy)- N-(pyridin-4-ylmethyl)pyridin-3-amine, 72% yield (0.31 mmol, 103 mg).
[0763] C 21 h 23 N 3 O; Mw=333.44g.mol -1 ; Pale yellow viscous oil; 1 H NMR (400MHz, CDCl 3 )δ8.60-8.52(m,2H),7.61(d,J=3.0Hz,1H),7.38-7.31(m,2H),7.31-7.27(m,2H),7.01-6.92(m,3H) ,6.76(d,J=8.8Hz,1H),4.36(s,2H),4.09(s,1H),1.30(s,9H); 13 C NMR (101MHz, CDCl 3 )δ 156.73, 150.27, 148.28, 139.95, 132.21, 126.59, 124.80, 122.18, 119.52, 112.52, 77.48, 77.16, 76.84, 47.74, 34.47, 31.63.
[0764] The starting materials were prepared as follows:
[0765] Step 1: 2-(4-(tert-butyl)phenoxy)-5-nitropyridine
[0766]
[0767] Following general procedure A, 2-(4-(tert-butyl)benzene was obtained from 4-(tert-butyl)phenol (19.97mmol, 3.00g) and 2-chloro-5-nitropyridine (19.97mmol, 3.17g) Oxy)-5-nitropyridine, 72% yield (14.41 mmol, 3.92 g).
[0768] ...
Embodiment 2
[0773] Example 2: 6-(4-(tert-butyl)phenoxy)-N-(pyridin-3-ylmethyl)pyridin-3-amine
[0774]
[0775] Following General Procedure C, 6-(4-(tert-Butyl)phenoxy)- N-(pyridin-3-ylmethyl)pyridin-3-amine, 86% yield (0.90 mmol, 300 mg).
[0776] C 21 h 23 N 3 O; Mw=333.44g.mol -1 ; Pale yellow viscous oil; 1 H NMR (400MHz, CDCl 3 )δ8.63(s,1H),8.54(d,J=3.7Hz,1H),7.67(dd,J=12.7,5.4Hz,2H),7.39-7.31(m,2H),7.31-7.26(m ,1H),7.04-6.94(m,3H),6.77(d,J=8.7Hz,1H),4.34(s,2H),4.07-3.88(m,1H),1.31(s,9H); 13 C NMR (101MHz, CDCl 3 )δ 156.67, 153.29, 149.28, 149.15, 146.51, 140.15, 135.27, 134.33, 132.28, 126.58, 124.95, 123.76, 119.46, 112.57, 77.48, 77.16, 766.84, 446.4368, 3
Embodiment 3
[0777] Example 3: 6-(4-(tert-butyl)phenoxy)-N-(pyridin-2-ylmethyl)pyridin-3-amine
[0778]
[0779] Following general procedure C, 6-(4-(tert-butyl)phenoxy)- N-(pyridin-2-ylmethyl)pyridin-3-amine, 65% yield (0.23mmol, 75mg).
[0780] C 21 h 23 N 3 O; solid; Mw=333.44g.mol -1 ; 1 H NMR (400MHz, CDCl 3 )δ8.59(d, J=4.3Hz, 1H), 7.71(d, J=3.0Hz, 1H), 7.67(td, J=7.7, 1.8Hz, 1H), 7.34-7.30(m, 3H), 7.21(dd, J=7.0,5.1Hz,1H),7.07(d,J=8.7,3.1Hz,1H),7.01-6.95(m,2H),6.78(d,J=8.7Hz,1H),4.43 (s,2H),1.31(s,9H).
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