Rapid synthesis of tetrahydro-4H-pyrazolo[1,5-a]diazepine-2-carboxylate |
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| Authors: | Raymond J. Cvetovich Brenda PipikFrederick W. Hartner Edward J.J. Grabowski |
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| Affiliation: | Department of Process Research, Merck Research Laboratories, Merck & Co., PO Box 2000, Rahway, NJ 07065, USA |
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| Abstract: | Hydrazines condense with dimethyl 2-pyrrolidino-4-oxo-2-pentenedioate in the presence of aq. HCl to form N-substituted pyrazole-3,5-dicarboxylates 2. Complex bicyclic derivatives, such as pyrazolo-oxazine 3a, pyrazolo-oxazepine 3b, pyrazolo-pyrazine 4a, and pyrazolo-diazepine 4b, were generated using 2-hydrazinoethanol, 3-hydrazinopropanol, 2-hydrazinoethylamine, and 3-hydrazinopropylamine. |
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| Keywords: | aminohydrazines hydroxyhydrazines pyrazole formation pyrazolo-diazepine |
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