Novel parallel synthesis of N-(4-oxo-2-substituted-4H-quinazolin-3-yl)- substituted sulfonamides

Tetrahedron Letters

Volumn 45, Issue 43, 2004, Pages 8049-8051

  Zhou, Yuefen ^a   Murphy, Douglas E ^a   Sun, Zhongxiang ^a   Gregor, Vlad E ^a  

^a F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

3 Sulfonamide substituted quinazolinones; Parallel synthesis

Indexed keywords

QUINAZOLINONE DERIVATIVE; SULFONAMIDE;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL REACTION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 4644337578     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.08.183     Document Type: Article

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11. 2: C, 53.92; H, 3.62; N, 9.43. Found: C, 53.85; H, 3.62; N, 9.46
12. +
13. The isolated yield after HPLC purification (range from 1% to 99% with average isolated yield of 38%) was much lower than the yield estimated by HPLC (ELSD) from LC-MS results, partially because the purification method was set in such a way to accommodate a variety of products (1) in an automated fashion giving the high throughput we desired, but with the disadvantage of losing an amount of product in many cases
14. 6): δ 7.27 (2H, t, J = 8.8 Hz), 7.44 (1H, t, J = 5.2 Hz), 7.53 (2H, t, J = 7.6 Hz), 7.60-7.64 (2H, m), 7.74 (2H, d, J = 6.8 Hz), 7.87 (2H, dd, J = 8.4, 5.2 Hz), 8.50 (1H, dd, J = 9.2, 5.6 Hz), 10.23 (1H, br s), 11.12 (1H, br s), 11.37 (1H, br s)