Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → N-(1-acetylazetidin-3-yl)-4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxybenzamide

Participants

Reaction Steps

The title compound was synthesized from 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid as described in the General procedure for amide bond synthesis using HATU and 1-(3-aminoazetidin-1-yl)ethanone. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.20 (t, J=12.4 Hz, 1 H) 1.34-1.45 (bq, 2 H) 1.57-1.68 (m, 3 H) 1.78 (s, 3 H) 1.84 (m, 3 H) 3.32 (s, 3 H) 3.88 (m, 1 H) 3.95 (s, 3 H) 4.03-4.12 (m, 4 H) 4.42 (t, J=8.2 Hz, 1 H) 4.45-4.51 (m, 1 H) 4.68 (q, J=6.8 Hz, 3 H) 7.51 (dd, J=8.3, 1.8 Hz, 1 H) 7.54 (d, J=1.5 Hz, 1 H) 7.93 (s, 1 H) 8.22 (s, 1 H) 8.30 (d, J=8.3 Hz, 1 H) 8.89 (d, J=6.8 Hz, 1 H). [M+H] calc'd for C27H33F2N7O4 558; found 558.

Provenance & Evidence