A Facile Synthesis of Raltegravir Potassium—An HIV Integrase Inhibitor
Corresponding Author
Kishore Karumanchi
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Department of Engineering Chemistry, Andhra University College of Engineering, Visakhapatnam, Andhra Pradesh, 530003 India
E-mail: [email protected]Search for more papers by this authorGangadhara Bhima Shankar Nangi
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Search for more papers by this authorSubba Reddy Danda
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Search for more papers by this authorRamadas Chavakula
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Search for more papers by this authorRaghu Babu Korupolu
Department of Engineering Chemistry, Andhra University College of Engineering, Visakhapatnam, Andhra Pradesh, 530003 India
Search for more papers by this authorKishore Babu Bonige
Department of Engineering Chemistry, Andhra University College of Engineering, Visakhapatnam, Andhra Pradesh, 530003 India
Search for more papers by this authorCorresponding Author
Kishore Karumanchi
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Department of Engineering Chemistry, Andhra University College of Engineering, Visakhapatnam, Andhra Pradesh, 530003 India
E-mail: [email protected]Search for more papers by this authorGangadhara Bhima Shankar Nangi
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Search for more papers by this authorSubba Reddy Danda
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Search for more papers by this authorRamadas Chavakula
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Survey No. 71 & 72, Indrakaran Village, Kandi Mandal, Sangareddy, Telangana, 502329 India
Search for more papers by this authorRaghu Babu Korupolu
Department of Engineering Chemistry, Andhra University College of Engineering, Visakhapatnam, Andhra Pradesh, 530003 India
Search for more papers by this authorKishore Babu Bonige
Department of Engineering Chemistry, Andhra University College of Engineering, Visakhapatnam, Andhra Pradesh, 530003 India
Search for more papers by this authorAbstract
A facile, cost-effective, and commercially viable synthesis of Raltegravir Potassium (1) has been developed from 2-(1-amino-1-methyl-ethyl)-N-[(4-fluorophenyl)methyl]-1,6-dihydro-5-hydroxy-1-methyl-6-oxo-4-pyrimidinecarboxamide (9) with high purity and in good yields. In addition, a new approach for the synthesis of key amine intermediate (9) of Raltegravir Potassium (1) from commercially available 2-amino-2-methylpropanenitrile hydrochloride (2) is also described. The key features of the synthesis are fewer synthetic steps, employing the inexpensive reagents and eco-friendly.
Supporting Information
| Filename | Description |
|---|---|
| jhet3663-supp-0001-Data S1.docxWord 2007 document , 2.2 MB |
Figure S1: 1H NMR of compound 3 Figure S2: 13C NMR of compound 3 Figure S3: GCMS of compound 3 Figure S4: 1H NMR of compound 4 Figure S5: 13C NMR of compound 4 Figure S6: HRMS of compound 4 Figure S7: HPLC chromatogram of compound 4 Figure S8: 1H NMR of compound 6 Figure S9: 13C NMR of compound 6 Figure S10: HRMS of compound 6 Figure S11: HPLC chromatogram of compound 6 Figure S12: 1H NMR of compound 7 Figure S13: 13C NMR of compound 7 Figure S14: HRMS of compound 7 Figure S15: HPLC chromatogram of compound 7 Figure S16: 1H NMR of compound 8 Figure S17: 13C NMR of compound 8 Figure S18: HRMS of compound 8 Figure S19: HPLC chromatogram of compound 8 Figure S20: 1H NMR of compound 9 Figure S21: 13C NMR of compound 9 Figure S22: HRMS of compound 9 Figure S23: HPLC chromatogram of compound 9 Figure S24: 1H NMR of compound 11 Figure S25: HRMS of compound 11 Figure S26: HPLC chromatogram of compound 11 Figure S27: 1H NMR of compound 1 Figure S27: HRMS of compound 1 Figure S28: HPLC chromatogram of compound 1 |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References and Notes
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