2-(2-nitrovinyl)thiophene reduction and synthesis of thieno[3,2-

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549 74, C07D49504, C07D33320

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active

049067567

ABSTRACT:
An improved process for the reduction of 2-(2-nitrovinyl)thiophene to form 2-(2-thienyl)ethylamine employs a boron-containing reducing agent, preferably diborane. The 2-(2-thienyl)ethylamine produced by this process is advantageously converted to ticlopidine.

REFERENCES:
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patent: 4127580 (1978-11-01), Braye
patent: 4128561 (1978-12-01), Braye
patent: 4174448 (1979-11-01), Bousquet et al.
Hydroboration--Herbert C. Brown, W. A. Benjamin, New York, pp. 247-250 (1962).
Wagner and Zook, Synthetic Org. Chem., Wiley, p. 149 (1953).
"Potentially Therapeutic Thienopyridines and Furopyridines", Maffrand et al., Eur. J. Med. Chem.-Chim. Ther., 9(5), 483-486, 1974, Chem. Abs. vol. 82, 125302z, 1975.
"Thiophene Isosters of Isoquinoline, I. On the Synthesis of Thieno[2,3-c]Pyridines and Thieno[3,2-c]Pyridines", Gronowitz et al., Arkiv for Kemi, 13(19), 217-227, 1970.

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