These common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C6H15NO2
A mixture of 3,6-diaminopyrazine-2,5-dicarboxylic acid (200 mg, 1.01 mmol), bis-2- (methoxyethyl) amine (372 mL, 335.5 mg, 2.52 mmol), HOBt-H20 (459 mg, 3.00 mmol), and EDC-HC1 (575 mg, 3.00 mmol) were stirred together in DMF (20 mL) for 1 h at room temperature. The mixture was concentrated to dryness and the residue was partitioned with EtOAc and water. The layers were separated and the EtOAc solution was washed with saturated NaHC03 and brine. The solution was dried over anhydrous Na2S04, filtered and concentrated. Purification by radial flash chromatography (Si02, 10/1 CHCb-MeOH) afforded 228.7 mg (53% yield) of Example 4 as an orange foam: lH NMR (300MHz, CDC1 ), delta 4.92 (s, 4 H), 3.76 (apparent t, J = 5.4 Hz, 4 H), 3.70 (apparent t, J = 5.6 Hz, 4 H), 3.64 (apparent t, J = 5.4 Hz, 4 H), 3.565 (apparent t, J = 5.4 Hz), 3.67 (s, 6 H), 3.28 (s, 6 H). 13C NMR (75 MHz, CDCL3)? 167.6 (s), 145.6 (s), 131.0 (s), 72.0 (t), 70.8 (t), 59.2 (q), 49.7 (t), 47.1 (t). LCMS (5-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time = 3.14 min on 30 mm column, (M+H)+ = 429. UV/vis (100 muMu in PBS) abs = 394 nm. Fluorescence (100 muiotaeta) lambda6Chi = 394 nm
The synthetic route of Bis(2-methoxyethyl)amine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MEDIBEACON INC.; DORSHOW, Richard, B.; ROGERS, Thomas, E.; (90 pag.)WO2016/183351; (2016); A1;,
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