Diisopropylethylamine → HCID 25255105, compound

Participants

Reaction Steps

To a mixture of the 4-(7,7-difluoro-5-methyl-9-((3R)-3-methylcyclopentyl)-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid, 1-methylpiperidin-4-amine (1.1 equivalent) and DIEA (3-6 equivalent) in 20 mL of anhydrous DMF, was added HATU (1.5 to 2 equivalent). The reaction mixture was stirred for 30 min. The reaction mixture was then diluted with ethyl acetate, washed with water and brine. The organic layer dried over Na2SO4 followed by HPLC purification. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.96-1.06 (m, 3 H) 1.06-2.12 (m, 13 H) 2.16 (s, 3 H) 2.77 (d, J=11.87 Hz, 2 H) 3.32 (br. s., 3 H) 3.65-3.80 (m, 1 H) 3.93 (s, 3 H) 3.97-4.12 (m, 2 H) 4.73-4.96 (m, 1 H) 7.44-7.52 (m, 2 H) 7.97 (d, J=6.06 Hz, 1 H) 8.12 (d, J=7.83 Hz, 1 H) 8.25 (d, 2 H). [M+H] calc'd for C28H37F2N7O3 558; found 558.

Provenance & Evidence