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Volumn 15, Issue 6, 2011, Pages 1256-1265

Development of a potential manufacturing route to PF-00610355: A novel inhaled β2-adrenoreceptor agonist

Author keywords

[No Author keywords available]

Indexed keywords

CONVERGENT APPROACH; CRYSTALLIZATION PROCESS; DEBENZYLATION; EFFICIENT PROCESS; SOLUBILITY DATA;

EID: 81555213048     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op2002408     Document Type: Article
Times cited : (8)

References (21)
  • 8
    • 33750435218 scopus 로고    scopus 로고
    • There is precedent for construction of a tert -butyl amine via imine formation and addition of MeMgBr (;). However, routes to a headgroup amine were lengthy (2-3 steps from 1) and those to a suitable ketone (as shown in Scheme 2) were of comparable length to those for the preparation of 9; thus, this approach was deemed lower priority and was not investigated.
    • There is precedent for construction of a tert -butyl amine via imine formation and addition of MeMgBr (Chung, J. Y. L.; Cvetovich, R. J.; McLaughlin, M.; Amato, J.; Tsay, F.-R.; Jensen, M.; Weissman, S.; Zewge, D. J. Org. Chem. 2006, 71, 8602). However, routes to a headgroup amine were lengthy (2-3 steps from 1) and those to a suitable ketone (as shown in Scheme 2) were of comparable length to those for the preparation of 9; thus, this approach was deemed lower priority and was not investigated.
    • (2006) J. Org. Chem. , vol.71 , pp. 8602
    • Chung, J.Y.L.1    Cvetovich, R.J.2    McLaughlin, M.3    Amato, J.4    Tsay, F.-R.5    Jensen, M.6    Weissman, S.7    Zewge, D.8
  • 18
    • 81555198108 scopus 로고    scopus 로고
    • Related epoxides with an additional protecting group on the sulfonamide are known in the patent literature, e.g. benzyl-protected, Pat. Appl. WO/2007/146869 A1.
    • Related epoxides with an additional protecting group on the sulfonamide are known in the patent literature, e.g. benzyl-protected, Johnson, M. R.; Hirsh, A. J.; Boucher, R. C.; Zhang, J. Pat. Appl. WO/2007/146869 A1.
    • Johnson, M.R.1    Hirsh, A.J.2    Boucher, R.C.3    Zhang, J.4
  • 19
    • 0012460516 scopus 로고    scopus 로고
    • ICH Topic Q3C: (R4); European Medicines Agency: London, issued February.
    • ICH Topic Q3C: Impurities: Guideline for Residual Solvents, (R4); European Medicines Agency: London, issued February 2009; http://www.ema.europa. eu/docs/en-GB/document-library/Scientific-guideline/2009/09/WC500002674.pdf.
    • (2009) Impurities: Guideline for Residual Solvents


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.