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

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Reaction Steps

The title compound was synthesized from 4-(9-Cyclopentyl-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-methylazetidin-3-amine hydrochloride. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.58-1.71 (m, 7 H) 1.90 (m, 3 H) 2.42 (s, 3 H) 3.32 (s, 3 H) 3.76 (t, J=7.2 Hz, 2 H) 3.94 (s, 3 H) 4.05 (t, J=13.8 Hz, 2 H) 4.38-4.60 (m, 1 H) 4.76 (d, J=7.8 Hz, 1 H) 7.35-7.59 (m, 2 H) 7.99 (s, 1 H) 8.26 (s, 1 H) 8.29 (d, J=8.3 Hz, 1 H) 8.72 (d, J=6.6 Hz, 1 H). Melting point: 157-162° C. [M+H] calc'd for C25H31F2N7O3, 516; found 516.

Provenance & Evidence