Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate. A new synthetic method of this compound is introduced below., category: pyridine-derivatives
Phenylacetyl chloride (81 muL, 0.614 mmol) was added dropwise to a solution containing 9g (100 mg, 0.307 mmol) and DIPEA (59 muL, 0.34 mmol) in CH2Cl2 (2 mL), and the reaction was stirred for 2 days. The reaction solution was washed with 0.1M HCl and 1M NaOH. The organic layer was concentrated under reduced pressure and the residue was chromatographed on silica gel (hexane/Et2O 4:1) and then recrystallised from hexane (6.1 mg, 5%). 1H NMR (300 MHz, CDCl3) delta 7.45 (m, 5H, C6H5), 4.54 (s, 2H, 7-CH2), 4.29 (q, J = 7.1 Hz, 2H, CH2CH3), 3.87 (s, 2H, CH2Ph), 3.68 (m, 2H, 5-CH2), 2.90 (m, 2H, 4-CH2), 1.53 (s, 9H, Boc), 1.37 (t, J = 7.2 Hz, 3H, CH2CH3). ESI-MS m/z 445.3 [M + H]+.
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Reference:
Article; Nankervis, Jacob L.; Feil, Susanne C.; Hancock, Nancy C.; Zheng, Zhaohua; Ng, Hooi-Ling; Morton, Craig J.; Holien, Jessica K.; Ho, Patricia W.M.; Frazzetto, Mark M.; Jennings, Ian G.; Manallack, David T.; John Martin; Thompson, Philip E.; Parker, Michael W.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7089 – 7093;,
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