Synthetic Route of 914802-11-2, 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. 914802-11-2, name is 4-((Benzyloxy)methyl)-6-chloropyrimidine, molecular formula is C12H11ClN2O, 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.
To a 5-L 4-neck round bottom flask equipped with a mechanical stirrer, a thermometer, a heating mantle, a reflux condenser and a nitrogen inlet, was charged at 23 C, 5-hydroxyindole (1 , 257.7g, 1.94 mol) and acetonitrile (3 L). The dark mixture was stirred for 15 min. The internal temperature decreased to 15 C. In one portion, 4- (benzyloxymethyl)-6-chloropyrimidine (2, 386.6g, 1.65mol) was added. The flask was rinsed with acetonitrile (2 x 50 ml_) which was added to the batch. The reaction mixture was warmed to 20 C, and 1 ,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (380g, ~376ml_, 2.5 mol) was added drop wise via an addition funnel over 25 min. The reaction mixture turned from a yellow-tan slurry into a dark solution and was heated at an internal temperature of 64 – 66 C for 18h. The reaction mixture was concentrated at a bath temperature of 50 C to remove the majority of the acetonitrile. The residue was diluted with methyl t-butyl ether (MTBE)(1.5 L) and water (1.2 L). The layers were separated and the aqueous layer was extracted with MTBE (2 x 500 ml_). The organic layers were combined and washed with water (800 ml_), 0.5 N sodium hydroxide solution (800 ml_) and a mixture of saturated sodium chloride solution (500 ml_) and water (100 ml_). The organic layer wasconcentrated at a bath temperature of 50 C to afford crude 5-(6- (benzyloxymethyl)pyrimidin-4-yloxy)-1 H-indole (3, 707 g, >100%) as a dark viscous liquid which was used in the next step without further purification.
According to the analysis of related databases, 914802-11-2, the application of this compound in the production field has become more and more popular.
Reference:
Patent; NOVARTIS AG; GLAENZEL, Ulrike; NUFER, Robert; WO2014/184778; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia