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. 99586-66-0, name is 2-Amino-4-chloro-6-methylpyrimidine-5-carbonitrile, molecular formula is C6H5ClN4, 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. Formula: C6H5ClN4
The procedure mentioned in Scheme 6 was used with compound 1.31 (32.0 mg, 0.058 mmol) and trifluoroacetic acid (133.0 mg, 1.17 mmol, 89.0 pi) in DCM (0.6 ml). The resulting mixture was stirred at room temperature for 3 hours and worked-up (Method B) to afford methyl (S )-3 -(1 -(2-( 1 -aminopropyl)-4-oxo-3 -phenyl-3 ,4-dihydroquinazolin-5- yl)piperidin-4-yl)propanoate 6.1f. The free amine 6.1f was used with 2-amino-4-chloro-6- methylpyrimidine-5-carbonitrile (15.0 mg, 0.09 mmol) and DIPEA (22.0 mg, 0.17 mmol, 30.0 pi) in n-butanol (0.3 ml) and heated at 130 C for 2 hours. The remaining residue was purified by flash chromatography on silica gel using 0-100% EtOAc/hexanes to afford the product methyl (S )-3 -(1 -(2-( 1 -((2-amino-5-cyano-6-methylpyrimidin-4-yl)amino)propyl)-4- oxo-3 -phenyl-3 ,4-dihydroquinazolin-5-yl)piperidin-4-yl)propanoate 6.2n (21.0 mg, 0.04 mmol) in 63% yield. LC-MS (method 1): tR = 2.61 mi mlz (M+H) = 581.3.
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Reference:
Patent; THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; GREWAL, Gurmit; THAKUR, Ashish; TAWA, Gregory James; FERRER, Marc; SIMEONOV, Anton M.; (191 pag.)WO2018/237007; (2018); A1;,
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