Analyzing the synthesis route of 1289093-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1289093-31-7, 5-Bromo-3-chloro-2-isobutoxypyridine, and friends who are interested can also refer to it.

Application of 1289093-31-7, 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. 1289093-31-7, name is 5-Bromo-3-chloro-2-isobutoxypyridine. A new synthetic method of this compound is introduced below.

Preparation 32: 3-Chloro-2-isobutoxy-5-(4 A5,5-tetramethyl-H ,3,21dioxaborolan-2- -pyridine; Method (i):; To a dry flask was added 5-bromo-3-chloro-2-isobutoxy-pyridine [preparation 30] (825mg, 3.12mmol), KOAc (918mg, 9.35mmol), bis- pinocolatodiboronate (989mg, 3.90mmol) and Pd(dppf)2CI2 (127mg, 0.156mmol) followed by DMF (10ml). The mixture was degassed twice by evacuating and filling with nitrogen and heated at 80C for 6 hours under nitrogen. The reaction mixture was partitioned between EtOAc (30ml) and water (30ml), and the organics washed with brine (20ml), dried over MgS04, filtered and concentrated in vacuo. Purification by column chromatography (ISCO Companion, 40g, heptane – 30% EtOAc:heptane) gave the desired product as a colourless oil (227mg).1 H NM (400 MHz, CDCI3) delta ppm 1 .04 (d, J=6.64 Hz, 6 H) 1 .34 (s, 12 H) 2.09 – 2.21 (m, 1 H) 4.18 (d, J=6.64 Hz, 2 H) 7.97 (d, J=1 .56 Hz, 1 H) 8.37 (d, J=1 .56 Hz, 1 H) impurities present

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1289093-31-7, 5-Bromo-3-chloro-2-isobutoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; BELL, Andrew Simon; DE GROOT, Marcel John; LEWTHWAITE, Russell Andrew; MARSH, Ian Roger; SCIAMMETTA, Nunzio; STORER, Robert Ian; SWAIN, Nigel Alan; WO2012/95781; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem