The origin of a common compound about 3-Oxopentanenitrile

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 33279-01-5, name is 3-Oxopentanenitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Example 5 Preparation of 5-chIoro-2-{r3-ethyl-4-(6-methoxypyridin-3-yI)-l-pyridin-4-yl-lH- pyrazoI-5-yIlaminolbenzoic acid; EPO Step 1. Preparation of 3 -ethyl- 1 -p yridin-4-yl-lH-pyrazol-5-amineTo a 100 mL 3 -neck round-bottom flask fitted with argon inlet, septum and addition funnel was added 4-hydrazinopyridine (7.3 g, 67 mmol), 3-oxo-pentanenitrile (6.5 g, 67 mmol), acetic acid (8.03 g, 133.8 mmol) and ethanol (35 mL). It was heated at reflux overnight. The reaction mixture was cooled to rt and the solvent was evaporated, ethyl acetate (150 mL) was added and the organic layer was washed with sat. NaHCO3 (100 mL), water (100 mL), and brine (100 mL), dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography (20-40% EtOAc/hexane). The product3-ethyl-l-pyridin-4-yl-lH-pyrazol-5~amine was obtained as yellow solid (5.0 g, 40%); 1HNMR (300 MHz, CDCl3) 6 8.50 (d, 2 H), 7.65 (d, 2 H), 5.60 (br s, 2 H), 5.40 (s, 1 H), 2.40(q, 2 H), 1.05 (t, 3 H). LC-MS tn/z 189.1 (MH+), HPLC RT (min) 1.09 {method (A)}.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/27842; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts