Picolinic acid → {4-[6-(4-Methanesulfonyl-phenylamino)-5-nitro-pyrimidin-4-yloxy]-piperidin-1-yl}-pyridin-2-yl-methanone

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Reaction Steps

Compound A26 was prepared in a similar manner as described above using (4-methanesulfonyl-phenyl)-[5-nitro-6-(piperidin-4-yloxy)-pyrimidin-4-yl]-amine (i.e., Compound A2) (16 mg, 0.037 mmol), triethylamine (50 μl), pyridine-2-carbonyl chloride (10 mg, 0.046 mmol)[Pyridine-2-carbonyl chloride was prepared by refluxing picolinic acid with SOCl2 for 3 hours and worked up in general method], DMF (1 mL), 1H NMR (CDCl3, 400 MHz) δ 1.95 (m,2H), 2.13 (m,2H), 3.07 (s, 3H), 3.65 (m, 2H), 3.79 (m, 2H), 4.13 (m, 1H), 5.72 (m,1H), 7.37 (m, 1H), 7.67 (m, 1H), 7.81 (m,1H), 7.87 (d, 2H), 7.97 (d, 2H), 8.41 (s, 1H), 8.60 (m, 2H), 10.19 (s, 1H). Exact mass calculated for C22H22N6O6S 498.13, found 499.3 (MH+).

Provenance & Evidence