Solid phase synthesis of quinazolinones
β Scribed by John P Mayer; George S Lewis; Michael J Curtis; Jingwen Zhang
- Book ID
- 104258320
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 186 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Substituted 4(3H)-quinazolinones were synthesized under acidic conditions from polymer supported anthranilamide precursors and aldehyde inputs. Dehydrogenation using potassium permanganate followed by trifluoroacetic acid cleavage afforded the desired compounds in acceptable yields and purities. Additional diversity at the 3 position was realized by employing amino acid derivatized polymer support.
π SIMILAR VOLUMES
A novel procedure for the synthesis of 6-alkoxy-2-amino-4(3H)-quinazolinones from 2,4-dichloro-6-hydroxyquinazoline, amines and alcohols using Wang resin is described.
A new procedure for the solid-phase synthesis of 2,6-and 2,7-diamino-4(3H)-quinazolinones is described. The method involves coupling of 2,4,6-and 2,4,7-trichloroquinazoline to a solid support via benzyl alcohol type linkers, subsequent displacement of chlorine at C-2 then at the C-6 or C-7 positions
The solid-phase synthesis of 3,4-dihydro-2(1H)-quinazolinones and 3,4-dihydro-1H-quinazolin-2-thiones is described. Starting from Rink resin, acylation with 4-bromomethyl-3-nitrobenzoic acid and amination with primary amines, reduction with tin chloride and cyclization, the desired 3,4-dihydro-2(1H)