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Volumn 14, Issue 5, 2010, Pages 1248-1253

Robust synthesis of methyl 5-chloro-4-fluoro-1 h -indole-2-carboxylate: A key intermediate in the preparation of an HIV NNRTI candidate

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATIVE APPROACH; BOC PROTECTION; CHROMATOGRAPHIC ISOLATION; DEPROTECTION; INDOLE-2-CARBOXYLIC ACID; REGIO-SELECTIVE; REVERSE TRANSCRIPTASES; ROBUST SYNTHESIS; SIDE PRODUCTS; SYNTHETIC PREPARATION;

EID: 77956925720     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op1001808     Document Type: Article
Times cited : (14)

References (23)
  • 1
    • 77956930462 scopus 로고    scopus 로고
    • Part of this research is presented in the following patents:;;;; WO/2008/042240, (CAN 148:449766)
    • Part of this research is presented in the following patents: Storer, R.; Alexandre, F.-R.; Dousson, C.; Moussa, A. M.; Bridges, E. WO/2008/042240, 2008, (CAN 148:449766)
    • (2008)
    • Storer, R.1    Alexandre, F.-R.2    Dousson, C.3    Moussa, A.M.4    Bridges, E.5
  • 3
    • 77956921779 scopus 로고    scopus 로고
    • Patents WO/2008/042240, vide supra
    • Patents WO/2008/042240, 2008, vide supra.
    • (2008)
  • 4
    • 77956929083 scopus 로고    scopus 로고
    • U.S. 2008/0213217, vide supra
    • U.S. 2008/0213217, 2008, vide supra.
    • (2008)
  • 8
    • 0003979828 scopus 로고    scopus 로고
    • Academic Press: London
    • Sundberg, R. J. Indoles; Academic Press: London, 1996.
    • (1996) Indoles
    • Sundberg, R.J.1
  • 16
    • 77956934777 scopus 로고    scopus 로고
    • Full characterization of Boc-aniline 6 is provided here for the first time
    • Full characterization of Boc-aniline 6 is provided here for the first time.
  • 19
    • 77956907495 scopus 로고    scopus 로고
    • Subsequent to the publication of Idenix patents WO/2008/042240 and U.S. 2008/0213217 vide supra, a similar procedure using the methyl carbamate analogue was reported to give the corresponding protected 2-iodoaniline, vide supra WO/2009/007259
    • Subsequent to the publication of Idenix patents WO/2008/042240 and U.S. 2008/0213217 vide supra, a similar procedure using the methyl carbamate analogue was reported to give the corresponding protected 2-iodoaniline, vide supra WO/2009/007259, 2009.
    • (2009)
  • 22
    • 77956897635 scopus 로고    scopus 로고
    • It is also postulated that the improvement in conversion from 6 to 7 on scaling from 3 to 80 g may be in part due to more efficient stirring and decreased splashing of the reaction mixture on the walls of the vessel on larger scale
    • It is also postulated that the improvement in conversion from 6 to 7 on scaling from 3 to 80 g may be in part due to more efficient stirring and decreased splashing of the reaction mixture on the walls of the vessel on larger scale.


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