Electric Literature of 68774-77-6, A common heterocyclic compound, 68774-77-6, name is 8-Chloro[1,2,4]triazolo[4,3-a]pyrazine, molecular formula is C5H3ClN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of the product of Example 365A (70 mg, 0.153 mmol) in N,N- dimethylformamide (1 mL) was added 8-chloro-[l,2,4]triazolo[4,3-a]pyrazine (35.5 mg, 0.230 mmol) and N,N-diisopropylethylamine (0.080 mL, 0.460 mmol). The reaction mixture was stirred for 4 days at 70 C and then was purified by preparative HPLC [Waters XBridge CI 8 5 mupiiota OBD column, 30 x 100 mm, flow rate 40 mL/minute, 5-100% gradient of acetonitrile in buffer (0.1 % trifluoroacetic acid)] to give the title compound (15 mg, 0.026 mmol, 17% yield). JH NMR (400 MHz, DMSO-<) delta ppm 9.17 (s, IH), 7.75 (d, J = 4.8 Hz, IH), 7.54 (s, IH), 7.45 (t, J = 8.9 Hz, IH), 7.23 (d, J = 4.9 Hz, IH), 7.00 (dd, J = 11.4, 2.9 Hz, 2H), 6.79 (ddd, J = 9.0, 2.9, 1.2 Hz, IH), 4.42 (s, 2H), 4.17 - 4.14 (m, 2H), 2.64 - 2.50 (m, IH), 2.35 (ddd, J = 12.8, 9.4, 2.9 Hz, IH), 2.27 - 2.13 (m, IH), 2.04 - 1.77 (m, 8H); 19F NMR (376 MHz, DMSO-<) delta ppm - 75.00, -114.17; MS (ESI+) m/z 461 (M+H)+ .
The synthetic route of 68774-77-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem