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Pyrimidinyl-piperazine-1, 2, 4-triazole derivative, and preparation method and application thereof
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A technology for triazole and derivatives, which is applied in the field of pyrimidine-piperazine-1,2,4-triazole derivatives and their preparation, and can solve problems such as unclear research on related mechanisms
Active Publication Date: 2020-10-23
CHENGDU NORMAL UNIV
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However, the research on the relevant mechanism is still not very clear
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Embodiment 1
[0055] A preparation method of pyrimidine-piperazine-1,2,4-triazole derivatives, comprising the following steps:
[0057] Dissolve (R)-2-aminobutyric acid (6.18g, 60mmol, 1.0eq) in 100mL (40eq) of methanol solution, place it in an ice-water bath under nitrogen protection, and slowly add thionylchloride (14.28g , 120mmol, 2.0eq); after the dropwise addition is completed, transfer it to a 70°C oil bath, and reflux the reaction for 1-2h. The methane was repeatedly dissolved and spin-dried for 2-3 times to obtain a white crystal product with a yield of 99%.
[0078] Referring to the synthesis method of Example 1, the substituent of the substrate and the molar ratio of the reactants were changed to obtain compound 2. Its NMR data are: δ:8.60(s,1H),7.62(s,1H),5.24(s,1H),2.81(m,1H),2.68(m,2H),2.62(m,1H),1.95 (m,2H), 1.84-1.56(m,14H), 0.98(m,3H), 0.92(m,3H).
Embodiment 3
[0080] Referring to the synthesis method of Example 1, the substituent of the substrate and the molar ratio of the reactants were changed to obtain compound 3. Its NMR data are: δ:8.64(s,1H),7.68(s,1H),6.40(d,J=7,8Hz,2H),6.12(d,J=7,8Hz,2H),5.94(s ,1H), 3.81(m,1H), 2.62(m,1H), 2.26(s,3H), 1.95(m,2H), 1.84-1.63(m,8H), 0.96(m,3H).
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technical field [0001] The invention belongs to the technical field of medicine and chemical industry, and in particular relates to a pyrimidine-piperazine-1,2,4-triazole derivative and a preparation method and application thereof. Background technique [0002] The BRD4 protein is a member of the BET protein family. It was originally called MCAP (mitotic chromosome-associated protein), also known as Fshrg4 and Hunk1. BRD4 was discovered in 1988 when studying mammalian regulatory complexes. BRD4 contains three isoforms of different lengths: the long isoform contains 1362 residues, and two short isoforms contain 722 and 796 residues, respectively. BRD4 contains two N-terminal BRDs domains (BD1 and BD2) and an external terminal domain (ETD) and a C-terminal domain (CTD). Each BRD domain of BRD4 is composed of four left-handed α-helical bundles, which are αZ, αA, αB, and αC; ZA Loop and BC Loop are connected between αZ and αA helices, and between αB and αC helices , and consti...
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