Application of 36070-75-4,Some common heterocyclic compound, 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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 flask is added /ert-butyl (2S,4S)-4-hydroxy-2-methyl-piperidine-l-carboxylate (40.1 g, 186 mmol), 5-chloropyrazine-2-carbonitrile (39.0 g, 279 mmol) and THF (401 mL) at RT. The reaction mixture is stirred in a NaCl/ice-water bath (internal temperature -5 C) and to the mixture is added NaO/Bu (36.9 g, 372 mmol) portion wise over 10 min, maintaining an internal temperature below 10 C during the addition. The reaction mixture is stirred in a NaCl/ice-water bath for 1 h (internal temperature -5 C) and saturated aqueous NH4CI solution (300 mL) and water (100 mL) are added over 5 min. The mixture is transferred to a separating funnel, and extracted with MTBE (2 x 400 mL). The combined organic extracts are dried over Na2S04 and concentrated under reduced pressure to give a residue, which is combined with 10% MTBE/heptane (350 mL). The resulting mixture is stirred vigorously in a 45 C heating block for 30 min, stirred at room temperature for 30 min, and is filtered. The filtered solid is dried under vacuum at 40 C to give the title compound as a pale brown solid (60 g, >99% yield). ES/MS (m/z): 341 (M+Na).
The synthetic route of 36070-75-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ELI LILLY AND COMPANY; DREYFUS, Nicolas Jacques Francois; LINDSAY-SCOTT, Peter James; (29 pag.)WO2020/28115; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem