The origin of a common compound about 127446-34-8

According to the analysis of related databases, 127446-34-8, the application of this compound in the production field has become more and more popular.

Related Products of 127446-34-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, molecular formula is C11H13ClN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of (2R,5R)-2-methyl-5-phenylmorpholine (Preparation 2, 53 g, 300 mmol), N-(6-chloro-3-formylpyridin-2-yl)pivalamide, N,N-dimethylformamide (150 mL) and diisopropylethylamine (53 mL, 300 mmol) was stirred at 100 C. for 18 h. The mixture was cooled to room temperature and concentrated. The residue was dissolved in ethyl acetate (1 L) and water was added (600 mL). The layers were separated. The organic layer was extracted with aqueous hydrochloric acid (1 N, 500 mL), dried over sodium sulfate, filtered and concentrated. The residue was dissolved in dichloromethane and filtered through silica gel, rinsing through with 50% ethyl acetate in heptanes (3 L) followed by 100% ethyl acetate (500 mL) to provide the title compound. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.28 (3H, d, J=6.2 Hz), 1.36 (9H, s), 3.04 (1H, dd, J=13.6, 11.0 Hz), 3.75 (1H, m), 4.04 (1H, dd, J=12.0, 3.8 Hz), 4.45 (1H, dd, J=12.1, 1.6 Hz), 6.24 (1H, d, J=9.0 Hz), 7.26 (4H, m), 7.60 (1H, d, J=8.8 Hz), 9.52 (1H, m), 11.58 (1H, br s).

According to the analysis of related databases, 127446-34-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US2011/281854; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem