A Tandem Three-Phase Reaction for Preparing Secondary Amines with Minimal Side Products

Organic Letters

Volumn 4, Issue 26, 2002, Pages 4611-4613

  Pelletier, Jeffrey C ^a   Khan, Ambar ^a   Tang, Zhilian ^a  

^a WYETH RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0038147791     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0269401     Document Type: Article

References (30)

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22. A similar example has recently been reported; see: Hemming, K.; Bevan, M. J.; Loukou, C.; Patel, S. D.; Renaudeau, D. Synlett 2000, 1565-1568.
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25. Aminomethylpolystyrene resin (2% DVB, 200-400 mesh, 1.13 mmol/g loading) purchased from Novabiochem (Product no. 01-64-0100). Resin-bound borohydride (Amberlite IRA 400, 2.5 mmol/g loading) was purchased from Aldrich Chemical Co. (product no. 32,864-2).
26. Treatment with a small excess of concentrated HCl ensured hydrochloride formation of products as well as any starting amine that remained, thus preventing evaporation and allowing for accurate product analysis.
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29. (a) For the preparation of 11b: see: Bell, M. G.; Crowell, T. A.; Matthews, D. P.; McDonald, J. H.; Neel, D. A.; Shuker, A. J.; Winter, M. A. U.S. Patent 5786356, 1998.
30. (b) For the preparation of 11c; see: Hu, B.; Sum, F.-W. WO 0206221, 2002.