The important role of 109838-85-9

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The starting material, methyl 3-{6-[3-(5,6,7,8-tetrahydro-l,8-naphthyridin-2- yl)propyl]pyridin-3-yl}-L-alaninate was prepared as follows: To a solution of (2i?)-2-isopropyl-3,6-dimethoxy-2,5~dihydropyrazine (5 ml, 27.9 mmol) in THF (130 ml) was added at -78°C 1.6 M nBuLi (17.44 ml, 27.9 mmol). The mixture was stirred at -78°C for 10 min and treated with a solution of 2,5-dibromopyridine (7 g, 27.9 mmol) in THF ( 2 ml). After stirring for 2 hours, H2O ( 100 ml) was added and the mixture was allowed to warm up to ambient temperature. After extraction with ether and evaporation, the residue was purified by silica gel chromatography (10percent to 30percent ethyl acetate in petroleum ether) to afford (25r,5i?)-2-[(6-bromopyridin-3-yl)methyl]-5-isopropyl- 3,6-dimethoxy-2,5-dihydropyrazine (8.2g, 83percent); 1H NMR Spectrum:fDMSOd6) 0.58 (d, 3H), 0.92 (d, 3H), 2.06-2.15 (m, IH), 2.97 (dd, IH), 3.04 (dd, IH), 3.50 (t, IH), 3.61 (s, 3H), 3.66 (s, 3H), 3.34-3.39 (m, IH), 7.47 (dd, IH), 7.54 (d, IH), 8.11 (d, IH).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/93065; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem