Literature DB >> 10959861

An efficient preparation of vinamidinium hexafluorophosphate salts.

I W Davies1, J F Marcoux, J Wu, M Palucki, E G Corley, M A Robbins, N Tsou, R G Ball, P Dormer, R D Larsen, P J Reider.   

Abstract

Substituted acetic acids or acetyl chlorides react with phosphorus oxychloride in DMF to yield the vinamidinium salts 3a-j in moderate to excellent recrystallized yields (28-90%). The cations are conveniently isolated as their hexafluorophosphate salts, which are easily handled nonhygroscopic solids. The nitro compound 3l is prepared in 91% yield by nitration of the parent vinamidinium 3k. The X-ray crystal structure is reported for the 2-phenyl isomer 3e and displays minimal overlap of the two pi-systems.

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Year:  2000        PMID: 10959861     DOI: 10.1021/jo000159u

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles.

Authors:  Marcus Baumann; Ian R Baxendale
Journal:  Beilstein J Org Chem       Date:  2013-10-30       Impact factor: 2.883

2.  Synthesis of New Series of 2-C-(β-D-glucopyranosyl)-Pyrimidines and Their Evaluation as Inhibitors of Some Glycoenzymes.

Authors:  Eszter Szennyes; Gyöngyi Gyémánt; László Somsák; Éva Bokor
Journal:  Molecules       Date:  2020-02-06       Impact factor: 4.411

3.  Application of Vinamidinium Salt Chemistry for a Palladium Free Synthesis of Anti-Malarial MMV048: A "Bottom-Up" Approach.

Authors:  Dinesh J Paymode; Le Chang; Dan Chen; Binglin Wang; Komirishetty Kashinath; Vijayagopal Gopalsamuthiram; D Tyler McQuade; N Vasudevan; Saeed Ahmad; David R Snead
Journal:  Org Lett       Date:  2021-06-29       Impact factor: 6.072

  3 in total

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