• Title/Summary/Keyword: Convergent synthesis

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An Improved Convergent Approach for Synthesis of Erlotinib, a Tyrosine Kinase Inhibitor, via a Ring Closure Reaction of Phenyl Benzamidine Intermediate

  • Asgari, Davoud;Aghanejad, Ayuob;Mojarrad, Javid Shahbazi
    • Bulletin of the Korean Chemical Society
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    • v.32 no.3
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    • pp.909-914
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    • 2011
  • An improved convergent and economical method has been developed for the synthesis of erlotinib, a 4-anilinoquinazoline and an EGFR-tyrosine kinase inhibitor for treatment of non-small-cell lung cancer. The final two steps for the formation of this 4-anilinoquinazoline from suitable 2-aminobenzonitrile intermediate and 3-ethynylaniline were modified and were performed in a simple one-pot reaction. The ring-closing mechanism for the formation of erlotinib from the suitable formamidine intermediate and 3-ethynylaniline was investigated and determined to proceed via the formation of phenyl benzamidine intermediate rather than involving Dimroth rearrangement reported earlier. The new benzamidine intermediate was isolated for the first time and characterized.

Convergent Synthesis of PAMAM-like Dendrimers from Azide-functionalized PAMAM Dendrons

  • Lee, Jae-Wook;Kim, Jung-Hwan;Kim, Byung-Ku;Kim, Ji-Hyeon;Shin, Won-Suk;Jin, Sung-Ho;Kim, Myung-hak
    • Bulletin of the Korean Chemical Society
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    • v.27 no.11
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    • pp.1795-1800
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    • 2006
  • The convergent synthesis of symmetric PAMAM-like dendrimers from azide-functionalized poly(amido- amine) (PAMAM) dendrons and two different multi-alkynes was investigated. The stitching method was based on the click chemistry protocol, i.e., the copper-catalyzed cycloaddition reaction between an alkyne and an azide.

A Study on the Improvement of the Electrochemical Performance of Graphite Anode by Controlling Properties of the Coating Pitch (코팅 피치의 물성제어를 통한 흑연 음극재의 전기화학 성능 향상 연구)

  • Kim, Bo Ra;Kim, Ji Hong;Kang, Seok Chang;Im, Ji Sun
    • Applied Chemistry for Engineering
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    • v.33 no.5
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    • pp.459-465
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    • 2022
  • A pitch coating method was proposed for the purpose of improving the electrochemical properties of natural graphite. The synthesis conditions of pitch coating were optimized via measuring electrochemical properties of pitch-coated graphite anodes. As the synthesis temperature increased, the thermal stability was improved in addition to an increase in the softening point and residual carbon weight. However, the synthesis temperature of 430 ℃ resulted in the synthesis of a large amount of NI (NMP Insoluble) due to excessive condensation reaction. As the surface uniformity and coating thickness increased due to high thermal stability, the initial coulombic efficiency and rate capability of the pitch-coated graphite were improved. However, the graphite coated with the pitch containing excessive NI showed lower electrochemical properties than the uncoated graphite. NI had low dispersibility and formed spheres after heat treatment, so it formed the heterogeneous and thicker SEI layer. The optimum conditions for forming a uniform surface and an appropriate coating layer were investigated.

Concise Synthetic Approaches to Naturally Occurring β-Hydroxypyranochalcones: First Total Synthesis of Purpurenone, Its Derivative, and Praecansone B

  • Wang, Xue;Lee, Yong-Rok;Kim, Sung-Hong
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2647-2650
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    • 2012
  • The total synthesis of biologically interesting ${\beta}$-hydroxypyranochalcones, purpurenone (1), its derivative 2, praecansone B (3), and pongapinone A (4) has been accomplished starting from commercially available 2,4-dihydroxyacetophenone or 6-methoxy-2,4-dihydroxyacetophenone in 3 steps by a convergent strategy through benzopyran formations, O-methylations, and coupling reactions.

A Convergent Synthetic Study of Biologically Active Benzofuran Derivatives

  • Hu, Kun;Jeong, Jin-Hyun
    • Archives of Pharmacal Research
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    • v.29 no.6
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    • pp.476-478
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    • 2006
  • In order to construct a benzofuran library, we developed a model study of benzbromarone. Synthesis has been achieved in 53% overall yield, starting from phenol via the key intermediate 2-ethylbenzofuran which was afforded by intramolecular Wittig reaction.