반응 #1011044

ord-2d2cd9c016694fc6aa2a1ddeb95a60d4

반응 방정식

O=C(Nc1ccc(OC(F)(F)F)cc1)c1cnc(N2CC[C@@H](O)C2)c(Br)c1
(R)-5-bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide
Cc1cncc(B(O)O)c1
(5-methylpyridin-3-yl)boronic acid
Cc1cncc(-c2cc(C(=O)Nc3ccc(OC(F)(F)F)cc3)cnc2N2CC[C@@H](O)C2)c1
title compound
Cc1cncc(-c2cc(C(=O)Nc3ccc(OC(F)(F)F)cc3)cnc2N2CC[C@@H](O)C2)c1
(R)-2-(3-Hydroxypyrrolidin-1-yl)-5′-methyl-N-(4-(trifluoromethoxy)phenyl)-[3,3′-bipyridine]-5-carboxamide

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타to afford a white solid

실험 절차

The title compound was prepared in an analogous fashion to that described in Example 36 using (R)-5-bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 35.1) and (5-methylpyridin-3-yl)boronic acid to afford a white solid. UPLC-MS (condition 1) tR=1.87 min, m/z=459.1 [M+H]+, m/z=457.2 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.66-1.79 (m, 1H) 1.85 (d, J=9.05 Hz, 1H) 2.39 (s, 3H) 2.88 (d, J=11.98 Hz, 1H) 3.15-3.30 (m, 2H) 3.37-3.49 (m, 1H) 4.15-4.25 (m, 0H) 4.83 (br. s, 0H) 7.35 (d, J=8.31 Hz, 2H) 7.67 (s, 1H) 7.85 (d, 2H) 8.02 (d, J=2.45 Hz, 1H) 8.39-8.49 (m, 2H) 8.77 (d, J=2.45 Hz, 1H) 10.15 (s, 1H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09278981B2uspto-grants-2016_03