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. 90349-23-8, name is 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, molecular formula is C9H9N3O2, 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. Recommanded Product: 90349-23-8
(Benzotriazol-1 -yloxy)tripyrrolidinophosphonium hexafluorophosphate (980 mg, 1 .88 mmol)was added to a mixture of 5,7-dimethylpyrazolo[1 ,5-a]pyrimidine-3-carboxylic acid (300 mg,1 .57 mmol, GAS no 90349-23-8), trans-4-aminocyclohexanecarboxylate hydrochloride (274mg, 1.41 mmol, Gas No. 61367-07-5) and N-ethyl-N-isopropylpropan-2-amine (1.1 ml, 6.3mmol) in N,N-dimethylformamide (9.8 ml) and the mixture was stirred for 3 h at roomtemperature. For work-up the reaction mixuture was concentrated under reduced pressure. The residue was dissolved with dichloromethane and the organic phase was washed with water, filtrated through a silicone filter and concentrated. The crude product crystalized upon standing to give methyl trans-4-{[(5,7-dimethylpyrazolo[1 ,5-a]pyrim idin-3-yl)carbonyl]amino}cyclohexanecarboxylate (237 mg, 45% yield).LG-MS (Method 1): R = 1 .01 mm; MS (ESIneg) m/z = 329.2 [M-H]-.1HNMR (400 MHz, DMSO-d6): 6 [ppm] = 8.49 (5, 1H), 7.97 (d, 1H), 7.12 (d, 1H), 3.86-3.70(m, 1H), 3.61 (5, 3H), 2.74 (d, 3H), 2.62 (5, 3H), 2.43-2.31 (m, 1H), 2.08-1.90 (m, 4H), 1.58-1.29 (m, 4H).
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Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
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