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19944426901
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and references therein
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Weiner, D. M.; Meltzer, H. Y.; Veinbergs, I.; Donohue, E. M.; Spalding, T. A.; Smith, T. T.; Mohell, N.; Harvey, S. C.; Lameh, J.; Nash, N.; Vanover, K. E.; Olsson, R.; Jayathilake, K.; Lee, M.; Levey, A. I.; Hacksell, U.; Burstein, E. S.; Davis, R. E.; Brann, M. R. Psychopharmacology 2004, 177, 207-216 and references therein.
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Hacksell, U.16
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Davis, R.E.18
Brann, M.R.19
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9
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33646457146
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note
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For synthesis, see Supporting Information.
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11
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2442656574
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33646447006
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11-(4-Piperidyl)dibenzodiazepines. US4045445, 1977
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The dibenzodiazepine clozapine analogue 11 has been specifically exemplified and claimed in the patent literature together with some other close piperidyl clozapine analogues. Although a generic synthetic methodology was described (the final step was a condensation reaction giving the imine functionality using phosphorus pentoxide in phosphorus oxychloride at reflux overnight), no physical data supporting the claimed structure 11 was presented. Hardy, R. A., Jr. 11-(4-Piperidyl)dibenzodiazepines. US4045445, 1977.
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33646446403
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note
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Only 0.95 equiv of Grignard reagent was used because of the competing demethoxylation reaction. The use of 2 equiv of Grignard reagent gave 18 in 66% yield.
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18
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