HCID 54762049, compound → HCID 86702369, compound

Participants

Reaction Steps

3-(6-(4-(3-(5-tert-Butylisoxazol-3-yl)ureido)phenylcarbamoyl)pyridin-3-yloxy)-1-(2-(methylsulfonyl)ethyl)pyrrolidinium methanesulfonate (150 mg, 95%) was prepared using a procedure analogous to that described in Example 27, substituting N-(4-(3-(5-tert-butylisoxazol-3-yl)ureido)phenyl)-5-(1-(2-(methylsulfonyl)ethyl)pyrrolidin-3-yloxy)picolinamide from Step 1 of this example for N-(4-(3-(5-tert-butylisoxazol-3-yl)ureido)phenyl)-5-(1-isopropylpiperidin-4-yloxy)picolinamide used in Step 2 of Example 27. LC-MS (ESI) m/z 571 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 10.41 (s, 1H), 9.51 (s, 1H), 8.83 (s, 1H), 8.39 (br. s., 1H), 8.14 (d, J=8.67 Hz, 1H), 7.81 (d, J=8.29 Hz, 2H), 7.67 (d, J=8.29 Hz, 1H), 7.43 (d, J=8.48 Hz, 2H), 6.50 (s, 1H), 5.39 (br. s., 1H), 3.66 (br. s., 7H), 3.12 (s, 3H), 2.70 (d, J=16.39 Hz, 1H), 2.42-2.29 (overlapping m, 1H), 2.35 (s, 3H), 2.15 (d, J=10.17 Hz, 1H), 1.30 (s, 9H).

Provenance & Evidence