2-Bromopyridine → HCID 54771980, compound

Participants

Reaction Steps

Reaction of 4-(pyridin-3-yl)cyclohexanone (prepared by the reaction of 2-bromopyridine with 8-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,4-dioxa-spiro[4.5]dec-7-ene using the sequence described in Example 1 Step A-C) with N-(azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide (as prepared in Example 1 Step G) in the presence of TEA and NaBH(OAc)3 as described in Example 1, Step H afforded the product. 1H NMR (MeOD) δ: 8.99 (t, J=5.7 Hz, 1 H), 8.80 (s, 1 H), 8.56 (s, 1 H), 8.46 (d, J=4.0 Hz, 1 H), 8.05 (dd, J=8.8, 1.8 Hz, 1 H), 7.88 (d, J=8.8 Hz, 1 H), 7.67 (td, J=7.6, 1.9 Hz, 1 H), 7.21 (d, J=7.8 Hz, 1 H), 7.16 (td, J=6.2, 1.0 Hz, 1 H), 4.27 (m, J=6.3 Hz, 1 H), 4.14 (d, J=5.8 Hz, 2 H), 3.48 (br. s., 2 H), 2.78 (br. s., 2 H), 2.57-2.71 (m, 1 H), 2.22-2.35 (m, 1 H), 1.76-1.96 (m, 2H), 1.62 (d, J=13.1 Hz, 2 H), 1.45 (m, J=14.7, 14.7 Hz, 4 H)]); ESI-MS (m/z): Calcd. For C25H27F3N6O: 484.22. found: 485 (M+H).

Provenance & Evidence