Application of 1231930-25-8 , The common heterocyclic compound, 1231930-25-8, name is 1-((6-Bromopyridin-3-yl)methyl)-4-ethylpiperazine, molecular formula is C12H18BrN3, 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 5-(2-aminopyrimidin-4-yl)-N-cyclopentyl-4-rnethylthiazol-2-amine (275 mg, 1.00 rnmol) in dioxane (3 mL) were added i-((6-bromopyridin-3-yl)methyl)-4-ethylpiperazine (341 mg,1.2 rnrnol), Pd2dba3 (45.8 mg, 0.05 rnrnol), xantphose (58 mg, 0.1 rnrnol) and t- BuONa (144 mg, 1.5 mmol) and heated under microwave irradiation at 150 C for 1 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by chromatography (silica gel, DCM ramping to DCM:MeOH:NH4OH = 9: 1:0.3) and recrystallised with DCM and MeOH to give 83 as a white solid (200 mg, 42%). 1H NMR (CDC13) 1.09 (t, 3H, .17.0), 1.58 – 1.76 (m, 6H), 2.08 – 2.14 (in, 2H), 2.43 (q, 2H,J7.0, CH2CH3), 2.55 (s br, I IH), 3.48 (s, 2H), 3.86-3.92 (in, 1H), 5.42 (d, 2H,,J7.0), 6.90(d, IH,,15.5), 7.68 (dd, lH,,19.() & 2.5), 7.89 (s, 1H), 8.19 (d, 1H,J2.0), 8.35-8.38 (in, 2H). HRMS (ES1): m/z 479.2703M+H] calcd. for C75H35N8S [M+HV 47c.2700. Anal. RP-HPLC Method A: 1R 9.89 mm, purity> 96%; Method B: ?R 8.66 mm, purity> 96%.
The synthetic route of 1231930-25-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; UNIVERSITY OF SOUTH AUSTRALIA; WANG, Shudong; ZELEKE, Solomon Tadesse; YU, Mingfeng; (90 pag.)WO2017/20065; (2017); A1;,
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