Category: 22404-46-2

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 22404-46-2, name is 4-Chloro-N-methylpyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To tert-butyl 4- (4- ( (E) -2- (2-methoxy-5- (4, 4, 5, 5- tetramethyl-1, 3, 2-dioxaborolan-2-yl) pyridin-3- yl) vinyl) phenyl) piperazine-1-carboxylate (191 mg, 0.37 iranol) and 4-chloro-N-methylpyrimidin-2-amine (79 mg, 0.55 mmol) in toluene (4 mL) and ethanol (2 itiL) under nitrogen was added 2M aqueous potassium carbonate (0.55 mL, 1.10 mmol) followed by palladium tetrakis (triphenylphosphine) (17 mg, 14.6 mumol) . The reaction mixture was heated at 120 0C overnight. The reaction mixture was partitioned between EtOAc (30 mL) and water (50 mL) . The organic layer was dried (MgSO4) , filtered and concentrated and the residue was purification by column chromatography (EtOAc) to give the title compound (168 mg, 91%) as a yellow solid. EPO

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 22404-46-2, 4-Chloro-N-methylpyrimidin-2-amine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/27528; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22404-46-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 22404-46-2 as follows.

A 100 mL round-bottomed flask was charged with 3- (4- (piperidin-1-yl) styryl) -2-fluoro-5- (4, 4, 5, 5-tetramethyl- 1, 3, 2-dioxaborolan-2-yl) pyridine (199 mg, 0.49 mmol), A- chloro–7~methylpyrimidin-2-amine (146 mg, 1.016 mmol) and EPO Pd(PPh3)^ (59 mg, 50.9 mumol) . Then toluene (20 mL) , EtOH (10 rtiL) and 2M aq. K2CO3 (1.53 mL, 3.05 mmol) were added and the reaction mixture was immersed in an oil bath at 120 0C for 1 h. The reaction mixture was partitioned between EtOAc (30 mL) and water ( 50 mL) and the organic layer was dried (MgSO4), filtered and concentrated and then quickly filtered through silica ( MeOH/CH?C^ gradient) . After evaporation of volatiles the residue was dissolved in dioxane (8 mL) and water (3 mL) and concentrated HCl (0.66 mL) was added. The reaction mixture was heated to 110 0C for 70 min and then evaporated. Purification by reverse phase preparative HPLC (eluting with aq. TFA/MeCN) gave the title compound (40 mg, 21%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22404-46-2, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/27528; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia