Sodium triacetoxyborohydride → N-(1-(4-(ethoxymethyl)cyclohexyl)azetidin-3-yl)-2-((6-(trifluoromethyl)quinazolin-4-yl)amino)acetamide

Participants

Reaction Steps

Reaction of 4-(ethoxymethyl)cyclohexanone 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 (ACETONITRILE-d3) δ: 0.79-1.04 (m, 2 H) 1.02-1.16 (m, 5 H) 1.22-1.39 (m, 8 H) 1.47 (d, J=4.04 Hz, 4 H) 1.66-1.79 (m, 1 H) 2.71 (t, J=7.33 Hz, 2 H) 3.14-3.21 (m, 3 H) 3.30-3.44 (m, 3 H) 3.48 (t, J=7.33 Hz, 2 H) 4.15 (d, J=5.81 Hz, 2 H) 4.23-4.39 (m, 1 H) 7.03 (br. s., 1 H) 7.33-7.47 (m, 1 H) 7.85-7.94 (m, 1 H) 7.98 (dd, J=8.84, 1.52 Hz, 1 H) 8.39 (s, 1 H) 8.59 (s, 1 H); ESI-MS (m/z): Calcd. For C23H30F3N5O2: 465.24. found: 466 (M+H).

Provenance & Evidence