TY - JOUR
T1 - A novel and convenient approach toward the synthesis of Rizatriptan
AU - Chaudhari, Pankaj R.
AU - Bhise, Nandu B.
AU - Singh, Girij P.
AU - Bhat, Varadaraj
AU - Shenoy, Gautham G.
AU - Sulake, Rohidas
N1 - Funding Information:
We acknowledge Mr. Sadanand Patil and Mr. Sharad Mane for their valuable suggestion and support. We are grateful to the analytical support team for sample analysis. The authors are thankful to M/s. Lupin Limited and Manipal University for the Ascent research program and Ph.D. registration.
Publisher Copyright:
© 2023, Indian Academy of Sciences.
PY - 2023/9
Y1 - 2023/9
N2 - Given article describes the synthesis of 5-HT1 agonist rizatriptan via the construction of an indole ring on 3-Methyl-4-nitrobenzoic acid methyl ester by Leimgruber-Batcho reaction. The indole intermediate obtained is then further converted to rizatriptan, a triptan-class compound. Using simple, facile and an efficient methodology, rizatriptan was prepared. Graphical abstract: The construction of the indole ring was carried out on 3-methyl-4-nitrobenzoic acid methyl ester. The indole intermediate obtained was then treated with Oxalyl chloride to get an oxoacetyl indole carboxylate intermediate. The Intermediate obtained was then further converted to rizatriptan.[Figure not available: see fulltext.].
AB - Given article describes the synthesis of 5-HT1 agonist rizatriptan via the construction of an indole ring on 3-Methyl-4-nitrobenzoic acid methyl ester by Leimgruber-Batcho reaction. The indole intermediate obtained is then further converted to rizatriptan, a triptan-class compound. Using simple, facile and an efficient methodology, rizatriptan was prepared. Graphical abstract: The construction of the indole ring was carried out on 3-methyl-4-nitrobenzoic acid methyl ester. The indole intermediate obtained was then treated with Oxalyl chloride to get an oxoacetyl indole carboxylate intermediate. The Intermediate obtained was then further converted to rizatriptan.[Figure not available: see fulltext.].
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U2 - 10.1007/s12039-023-02180-3
DO - 10.1007/s12039-023-02180-3
M3 - Article
AN - SCOPUS:85162971391
SN - 0974-3626
VL - 135
JO - Journal of Chemical Sciences
JF - Journal of Chemical Sciences
IS - 3
M1 - 67
ER -