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. 55150-17-9, name is 4-Ethoxypyrimidin-5-amine, molecular formula is C6H9N3O, 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. COA of Formula: C6H9N3O
To a solution of 2-phenylimidazo[l,2-Z>]pyridazine-8-carboxylic acid (40 mg, 0.167 mmol) and 4-ethoxypyrimidin-5 -amine (46.5 mg, 0.334 mmol) in DMF (2 mL) was added N,N-diisopropylethylamine (0.175 mL, 1.003 mmol) and HATU (127 mg, 0.334 mmol). The reaction mixture was stirred at rt for 2 h. The reaction mixture was transferred to a separatory funnel containing saturated aqueous NaHCCb solution (15 mL). The aqueous layer was extracted with ethyl acetate (3 x 15 mL). The combined organic layers were washed with brine (20 mL), dried over MgS04, filtered, and concentrated. The residue was purified by column chromatography on silica gel (80%? 90% ethyl acetate in hexanes; 24 g column) to afford N-(4-ethoxypyrimidin-5-yl)-2- phenylimidazo[l,2-)]pyridazine-8-carboxarnide (20 mg, 0.055 mmol, 33% yield) as a yellow solid: NMR (400MHz, DMSO-de) delta 12.28 (s, IH), 9.64 (s, IH), 9.17 (s, IH), 8.81 (d, J=4.8 Hz, IH), 8.65 (s, IH), 8.27 – 8.23 (m, 2H), 7.92 (d, J=4.8 Hz, IH), 7.60 – 7.55 (m, 2H), 7.50 – 7.45 (m, IH), 4.79 (q, J=7.0 Hz, 2H), 1.47 (t, J=7.0 Hz, 3H); LCMS (ESI) m/e 361.1 [(M+H) + , calcd for CioHnNeC 361.1]; HPLC (Method A): fe. = 13.50 min; (Method B) = 12.55 min.
With the rapid development of chemical substances, we look forward to future research findings about 55150-17-9.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (104 pag.)WO2018/98411; (2018); A1;,
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