With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, molecular formula is C15H14N4O3, molecular weight is 298.3, as common compound, the synthetic route is as follows.HPLC of Formula: C15H14N4O3
To a solution of pemetrexed-fragment 2 (60mg, 0.2mmol) and amine SDC-TRAP-0004 (82mg, 0.2mmol) in anhydrous DMF (3 mL) was added EDC (60mg, 0.3mmol). The reaction mixture was stirred at room temperature for 18h. The reaction mixture was then diluted with water (5 mL) and extracted with ethyl acetate (lOOmL). The organic phase was dried with sodium sulfate, filtered and evaporated, followed by flash chromatography (hexane-ethyl acetate 1:1 and ethyl acetate-methanol 98:2) to give SDC-TRAP-0019 (95mg, 70%) as a white solid 4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)- N-(2-(5-(3-(2,4-dihydroxy-5-isopropylphenyl)-5-hydroxy-4H-1,2,4-triazol-4-yl)-1H-indol- 1-yl)ethyl)-N-methylbenzamide 1H NMR (400 MHz, DMSO-d6) : 11.86 (s, 111); 10.61(s, 111); 10.14(s,1H);9.51 (s, 111); 9.47 (s, 111); 7.59-7.45 (m, 211); 7.28-6.96 (m, 511); 6.72 (m, 211);6.47(s,1H); 6.32 (s, 111); 6.24 (s, 111); 6.00( bs, 211); 4.46-4.28 (m,2H);3.75-3.49(m,2H); 2.96 -2.80(m, 511); 2.61(s, 311); 0.81 (d, J = 6.9 Hz, 611).ESMS calculated for C371137N905: 687.29; Found: 688.2 (M+H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,137281-39-1, 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, and friends who are interested can also refer to it.
Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHIMMANAMADA, Dinesh, U.; YING, Weiwen; (368 pag.)WO2015/143004; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia