Tert-butyl 3-aminoazetidine-1-carboxylate → HCID 25254000, compound

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-N—Boc 3-amino azetidine. The final compound was purified by reverse phase HPLC and basified to give the free base. Further, after washing with water (10 ml), t-butoxycarbonyl (Boc) protection group was removed using 40% TFA in dichloromethane (6 ml) and purified the product using preparative HPLC. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.22-1.85 (m, 10 H) 3.32 (s, 3 H) 3.35-3.41 (m, 1 H) 3.79 (br. s., 2 H) 3.95 (s, 3 H) 4.01-4.11 (m, 4 H) 4.47 (m, 1 H) 7.45-7.58 (m, 2 H) 7.93 (s, 1 H) 8.22 (s, 1 H) 8.30 (d, J=8.1 Hz, 1 H) 8.86 (br. d., 1 H). [M+H] calculated for C25H31F2N7O3, 516; found 516.

Provenance & Evidence