2019
DOI: 10.1002/slct.201803825
|View full text |Cite|
|
Sign up to set email alerts
|

An Efficient Synthesis of Darunavir Substantially Free from Impurities: Synthesis and Characterization of Novel Impurities

Abstract: An improved and novel process for the synthesis of antiviral drug Darunavir using 4-(1,3-dioxoisoindolin-2-yl)benzene-1-sulphonyl chloride was described to eliminate the critical furan dimer impurity which will be formed during the process. The best reaction conditions were identified by evaluating the impurity profile and their formation during the synthesis. The optimization of the process was made to control the furan dimer impurity which was one of the critical parameters in the synthesis of darunavir. All… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2

Citation Types

0
14
0

Year Published

2019
2019
2024
2024

Publication Types

Select...
8

Relationship

3
5

Authors

Journals

citations
Cited by 11 publications
(14 citation statements)
references
References 19 publications
0
14
0
Order By: Relevance
“…To confirm this, we have isolated these two compounds using preparative HPLC after the stress conditions. The two impurities were analyzed using several analytical methods, such as 1 H NMR, 13 C NMR, and mass spectrometry. For the VHA impurity, we have used 2D NMR [heteronuclear single quantum coherence (HSQC) and heteronuclear multiple bond correlation (HMBC)] to confirm the structure.…”
Section: Identification/detection Of Unknown Impuritiesmentioning
confidence: 99%
See 2 more Smart Citations
“…To confirm this, we have isolated these two compounds using preparative HPLC after the stress conditions. The two impurities were analyzed using several analytical methods, such as 1 H NMR, 13 C NMR, and mass spectrometry. For the VHA impurity, we have used 2D NMR [heteronuclear single quantum coherence (HSQC) and heteronuclear multiple bond correlation (HMBC)] to confirm the structure.…”
Section: Identification/detection Of Unknown Impuritiesmentioning
confidence: 99%
“…The reaction went smoothly to result in only one product, which matches with the more polar peak present in the HPLC chromatogram of the stressed sample. Further, to confirm this impurity, we analyzed this sample using 1 H NMR and 13 C NMR to confirm the structure of venetoclax N-oxide.…”
Section: Identification/detection Of Unknown Impuritiesmentioning
confidence: 99%
See 1 more Smart Citation
“…These impurities after liquid chromatography–mass spectrometry (LC–MS) analysis were identified as N -((3-(4-(7 H -pyrrolo­[2,3- d ]­pyrimidin-4-yl)-1 H -pyrazol-1-yl)-5-oxotetrahydrofuran-3-yl)­methyl)­ethane sulfonamide (lactone impurity, BCL), 2-(3-(4-(7 H -[4,7′-bipyrrolo­[2,3- d ]­pyrimidin]-4′-yl)-1 H -pyrazol-1-yl)-1-(ethylsulfonyl)­azetidin-3-yl)­acetonitrile (dimer impurity, BCD), and 2-(1-(ethylsulfonyl)-3-(4-(7-(hydroxymethyl)-7 H -pyrrolo­[2,3- d ]­pyrimidin-4-yl)-1 H -pyrazol-1-yl)­azetidin-3-yl) acetonitrile (hydroxymethyl impurity, BHM) (Figure ). Due to our interest toward the synthesis and identification of API impurities, we wish to report the synthesis and structural illustration of three major impurities of baricitinib obtained during the synthesis of baricitinib in this article. …”
Section: Introductionmentioning
confidence: 99%
“…Due to continuous interest in the development of API and API impurities by our laboratory [10][11][12], we wish to report the easy and convenient method for the synthesis of pimavaserin in this article. Thus, our efforts in achieving an environmental friendly, step-wise and one-pot synthetic process for pimavanserin via three different intermediates (isothiocyanate, urea and N-formyl) was described under green conditions.…”
mentioning
confidence: 99%