Some common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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. Quality Control of 4-Iodo-1-methyl-1H-pyrazole
To a cooled (-70 C) solution of cis-7-fluoro-N-methoxy-N-methyl-5-phenyl- 6,7-dihydro-5H- pyrrolo[l ,2-b] [l ,2,4]triazole-2-carboxamide (137 mg, 0.47 mmol) and l -methyl-4-iodo-lh-pyrazole (393 mg, 1.89 mmol) in tetrahydrofuran (10 mL) was added dropwise tert-butyllithium (1.3 M in hexane, 1.45 mL, 1.89 mmol) under a nitrogen atmosphere. The mixture was stirred at -70 C for 1 h and then quenched by addition of saturated aqueous ammonium chloride (10 mL). The resulting mixture was extracted with ethyl acetate (2 x 10 mL). The combined organic layers were concentrated under reduce pressure and the residue was purified by RP-HPLC (acetonitrile 27- 57%/0.05% hydrochloride in water) to afford cis racemic (l -methylpyrazol-4-yl)-[rac-(5R,7R)-7- fluoro-5-phenyl-6,7-dihydro-5H-pyrrolo[l ,2-b][l ,2,4]triazol-2-yl]methanone (53.4 mg, 36%) as a white solid. H NMR (400 MHz, CD3OD) delta 8.61 (s, 1H), 8.24 (s, 1H), 7.46 – 7.34 (m, 3H), 7.32 – 7.25 (m, 2H), 6.22 – 6.19 (m, 0.5H), 6.08 – 6.05 (m, 0.5H), 5.72 – 5.65 (m, 1H), 3.93 (s, 3H), 3.85 – 3.70 (m, 1H), 2.90 – 2.75 (m, 1H). LCMS RT= 0.791 min, m/z = 31 1.9 [M + H]+. LCMS (5 to 95% acetonitrile in water + 0.03%o trifluoacetic acid over 1.5 mins) retention time 0.791 min, ESI+ found [M+H] = 311.9.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 39806-90-1, its application will become more common.