A new synthetic route of 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 99586-66-0, 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Related Products of 99586-66-0 ,Some common heterocyclic compound, 99586-66-0, molecular formula is C6H5ClN4, its 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.

In this example, two different synthesis reactions were performed subsequently in one reaction vessel without exchange of the reaction medium. (0077) 5.0 g (1 1 .3 mmol) of 5-bromo-6-fluoro-2-((2S,4S)-4-hydroxypyrrolidin-2-yl)-3- phenylquinazolin-4(3/-/)-one hydrochloride and 1 .9 g (12.5 mmol / 1 .1 eq.) of (2- methoxypyrimidin-5-yl)boronic acid was provided in a reaction mixture comprising 5.0 mol% PdCI2(dtbpf) and 3.0 eq. NMM in 40 ml (8V) 2% TPGS-750-M in water and 20 ml (4V) THF. The reaction mixture formed a stable emulsion and the reaction was allowed to proceed for 16 h at 50C under stirring. Then 1 .7 g (10.2 mmol / 0.9 eq.) of 2-amino- 4-chloro-6-methylpyrimidine-5-carbonitrile in 10 ml (2V) THF were added to the reaction mixture. After 18 h at room temperature the product 2-amino-4-((2S,4S)-2-(6- fluoro-5-(2-methoxypyrimidin-5-yl)-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)-4- hydroxypyrrolidin-1 -yl)-6-methylpyrimidine-5-carbonitrile was obtained. (0078) (0079) The same reaction performed in conventional organic solvent (e.g. N- methylpyrrolidone) resulted in about 30% side product (structure in bracket) of the Suzuki cross-coupling reaction. This could be reduced to 3% with the use of 2% TPGS- 750-M in water as solvent and THF as co-solvent.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 99586-66-0, 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; GALLOU, Fabrice; PARMENTIER, Michael; ZHOU, Jianguang; GUO, Pengfei; (27 pag.)WO2017/168303; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia