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Volumn 14, Issue 4, 2010, Pages 820-831

Selection and development of the manufacturing route for EP1 antagonist GSK269984B

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL REACTIONS; OPTIMISATIONS; STARTING MATERIALS; SYNTHETIC APPROACH; THREE STAGES;

EID: 77955390676     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op100072y     Document Type: Article
Times cited : (22)

References (42)
  • 6
    • 77955381563 scopus 로고    scopus 로고
    • Our thanks go to VUOS.
    • Our thanks go to VUOS, http://www.vuosas.cz/.
  • 9
    • 77955347912 scopus 로고    scopus 로고
    • Passing the chloromethylpicolinate 10 through a charcoal filter allowed the reaction to reach completion after the first [Pd]/ligand charge. We chose not to scale this option for our pilot-plant campaign.
    • Passing the chloromethylpicolinate 10 through a charcoal filter allowed the reaction to reach completion after the first [Pd]/ligand charge. We chose not to scale this option for our pilot-plant campaign.
  • 11
    • 77955354111 scopus 로고    scopus 로고
    • It is believed that electronics are important rather than, for example, a chelating effect of the pyridine, due to comparisons with the reactivity of 2-picolinic acid derivatives, which reacted under significantly milder conditions.
    • It is believed that electronics are important rather than, for example, a chelating effect of the pyridine, due to comparisons with the reactivity of 2-picolinic acid derivatives, which reacted under significantly milder conditions.
  • 14
    • 77955387798 scopus 로고
    • Eur. Pat. Appl. EP 538704 (CAN 122:31111).
    • Langer, R.; Buysch, H. J. Eur. Pat. Appl. EP 538704 (CAN 122:31111), 1993.
    • (1993)
    • Langer, R.1    Buysch, H.J.2
  • 38
    • 77955408193 scopus 로고    scopus 로고
    • As the completed reaction was cooled from the set point of 180 °C, it tended to set to a hard, glasslike material at 165 °C. Addition of a high boiling solvent (such as 1,2 dichlorobenzene) to mobilise the melt was demonstrated, but this overall workup was still judged to be risky (albeit after minimal development).
    • As the completed reaction was cooled from the set point of 180 °C, it tended to set to a hard, glasslike material at 165 °C. Addition of a high boiling solvent (such as 1,2 dichlorobenzene) to mobilise the melt was demonstrated, but this overall workup was still judged to be risky (albeit after minimal development).
  • 42
    • 0036924776 scopus 로고    scopus 로고
    • Mass Intensity = non-aqueous mass of materials used to make 1 kg of API.
    • Mass Intensity = non-aqueous mass of materials used to make 1 kg of API. Constable, D. J. C.; Curzons, A. D.; Cunningham, V. L. Green Chem. 2002, 4, 521.
    • (2002) Green Chem. , vol.4 , pp. 521
    • Constable, D.J.C.1    Curzons, A.D.2    Cunningham, V.L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.