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Volumn 13, Issue 3, 2009, Pages 555-566

The synthesis of a dopamine D2 partial agonist for the treatment of schizophrenia

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EID: 66249132023     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op800307k     Document Type: Article
Times cited : (15)

References (62)
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    • Favor, D. A.; Johnson, D. S.; Repine, J. T.; White, A. D. PCT Int. Appl. WO 2006103559 A1, 2006. CAN 145:397556.
    • Favor, D. A.; Johnson, D. S.; Repine, J. T.; White, A. D. PCT Int. Appl. WO 2006103559 A1, 2006. CAN 145:397556.
  • 7
    • 66249137042 scopus 로고    scopus 로고
    • Chen, M. H. G.; Magano, J.; Mennen, K. E. PCT Int. Appl. WO 2007116265 A1, 2007. CAN 147:448819.
    • Chen, M. H. G.; Magano, J.; Mennen, K. E. PCT Int. Appl. WO 2007116265 A1, 2007. CAN 147:448819.
  • 21
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    • For an example on the risks of thermal runaway reactions using the NaH/DMF combination see: DeWall, G. Chem. Eng. News 1982, 60, 5.
    • For an example on the risks of thermal runaway reactions using the NaH/DMF combination see: DeWall, G. Chem. Eng. News 1982, 60, 5.
  • 30
    • 66249092307 scopus 로고    scopus 로고
    • Diaminopyridine was purchased from Sigma-Aldrich Co. and Lancaster
    • Diaminopyridine was purchased from Sigma-Aldrich Co. and Lancaster.
  • 40
    • 66249110556 scopus 로고    scopus 로고
    • The chromatographic purification conditions were as follows: Column: Hipersep 600 LP with an internal diameter of 60 cm. Stationary phase: Merck flash silica (63-200 μm, 80 kg, Mobile phase: 4:1 heptane/ethyl acetate, with a flow rate of 3 L/min nitrogen pressure, UV detection wavelength: 335 nm. Polar impurities were removed in the first injection, and the fractions that contained early eluting impurities and desired product were concentrated. A solvent exchange into toluene was performed to give, after concentration, a final of 20 L. The column was back washed with 3 of acetone and, after re-equilibration with 4:1 heptane/ethyl acetate, the 20 L from the first injection was divided into two portions and passed through the column with an acetone back wash with re-equilibration in between
    • The chromatographic purification conditions were as follows: Column: Hipersep 600 LP with an internal diameter of 60 cm. Stationary phase: Merck flash silica (63-200 μm, 80 kg). Mobile phase: 4:1 heptane/ethyl acetate, with a flow rate of 3 L/min (nitrogen pressure). UV detection wavelength: 335 nm. Polar impurities were removed in the first injection, and the fractions that contained early eluting impurities and desired product were concentrated. A solvent exchange into toluene was performed to give, after concentration, a final volume of 20 L. The column was back washed with 3 volumes of acetone and, after re-equilibration with 4:1 heptane/ethyl acetate, the 20 L from the first injection was divided into two portions and passed through the column with an acetone back wash with re-equilibration in between.
  • 46
    • 29844436355 scopus 로고    scopus 로고
    • For some recent examples on the use of trichloroacetyl isocyanate for the synthesis of ureas, see: a
    • For some recent examples on the use of trichloroacetyl isocyanate for the synthesis of ureas, see: (a) Pietsch, M.; Gütschow, M. J. Med. Chem. 2005, 48, 8270.
    • (2005) J. Med. Chem , vol.48 , pp. 8270
    • Pietsch, M.1    Gütschow, M.2
  • 50
    • 66249111351 scopus 로고    scopus 로고
    • At this point it is unknown whether this intermediate is present in solution as the aldehyde species or as a cyclic aminal. Additional studies with techniques such as ReactIR would be necessary to clarify this point
    • At this point it is unknown whether this intermediate is present in solution as the aldehyde species or as a cyclic aminal. Additional studies with techniques such as ReactIR would be necessary to clarify this point.
  • 58
    • 66249125578 scopus 로고    scopus 로고
    • The term mmol is used in a broad sense in the literature to represent the minimum solubility needed to ensure confidence in stable form screening, and it refers to millimol/L. It assures that a certain number of molecules go into solution rather than a mass.
    • The term "mmol" is used in a broad sense in the literature to represent the minimum solubility needed to ensure confidence in stable form screening, and it refers to millimol/L. It assures that a certain number of molecules go into solution rather than a mass.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.