Design of new reaction conditions for the Sugasawa reaction based on mechanistic insights

Organic Process Research and Development

Volumn 7, Issue 5, 2003, Pages 723-732

  Prasad, Kapa ^a   Lee, George T ^a   Chaudhary, Apurva ^a   Girgis, Michael J ^a   Streemke, James W ^a   Repič, Oljan ^a  

^a NOVARTIS INSTITUTES FOR BIOMEDICAL RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 BROMOANILINE; ALUMINUM DERIVATIVE; ANILINE DERIVATIVE; BORON DERIVATIVE; HYDROCHLORIC ACID; TOLUENE; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; CALORIMETRY; CHEMICAL REACTION; LABORATORY; SCALE UP; SUGASAWA REACTION; SYNTHESIS;

EID: 0141959160     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0340659     Document Type: Article

References (11)

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5. Nussbaumer, P. WO 9628430, 1996.
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7. Streemke, J. W.; Khan, S. Unpublished results.
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9. Douglas, A. W.; Abramson, N. L.; Houpis, I. N.; Karady, S.; Molina, A.; Xavier, L. C.; Yasuda, N. Tetrahedron Lett. 1994, 35, 6807-6810.
10. Sparging with an inert gas such as nitrogen could be an alternative way for HCl expulsion, but it was not tried during this study.
11. Girgis, M. J.; Kiss, K.; Ziltener, C. A.; Prashad, M.; Har, D.; Yoskowitz, R. S.; Basso, B.; Repič, O.; Blacklock. T. J.; Landau, R. N. Org. Process Res. Dev. 1997, 1, 339-349.