Synthetic Route of 100114-57-6,Some common heterocyclic compound, 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole, molecular formula is C6H8N2, 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.
[00759] Intermediate 81a: benzyl 2-(3-cyclopropylpyrazol-1-yI)acetate[00760] A suspension of 3-cyclopropyl-1 H-pyrazole (100mg, 0.g2mmol) and potassium carbonate (383mg, 2.77mmol) in MeCN (3mL) was left to stir at room temperature for 30 minutes before the addition of benzyl bromoacetate (0.21 mL, 1 .3gmmol) and sodium iodide (139mg, 0.g2mmol). The resulting mixture was heated to 60 C and left to stir overnight. The reaction was quenched by theaddition of water (2OmL) and extracted with EtOAc (3 x 2OmL). The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography using an eluent of 0-20% EtOAc in heptane to give benzyl 2-(3-cyclopropylpyrazol- 1-yl)acetate (204mg, 0.8Ommol, 86% yield) as a colourless oil.1H NMR (CDCI3,400MHZ) O/ppm: 7.42-7.32 (6H, m), 5.98 (1H, d, J= 2.3Hz), 5.21 (2H, 5), 4.89 (2H,5), 1.64 (1H, tt, J= 8.3Hz, 5.0Hz), 0.97-0.88 (2H, m), 0.77-0.72 (2H, m). MS Method 2: RT: 1.88 mi mlz 257.0 [M+H]
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Cyclopropyl-1H-pyrazole, its application will become more common.
Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics