Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | HCID 57732421 | HCID 57732421 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 11695873 | HCID 11695873 | 56.2% |
Reaction Steps
A 5 mL microwave tube was charged with [2-fluoro-5-(4-pyridinyl)phenyl](3-nitrophenyl)methanone (100 mg), ethanol and ethylenediamine (100 mg) then heated to 180° C. for 600 s using microwave irradiation. The reaction was concentrated to dryness and residue was taken up in water then extracted with methylene chloride. The extracts were dried over magnesium sulfate, filtered and concentrated to an oil. Silica gel purification followed by trituration with ether provided 5-(3-nitrophenyl)-7-(4-pyridinyl)-2,3-dihydro-1H-1,4-benzodiazepine (60 mg) as a yellow powder. H1 NMR (d6-dmso): 8.42 (d, 2H), 8.28 (s, 1H), 8.27 (d, 1H), 7.84 (d, 1H), 7.66 (m, 2H), 7.38 (d, 2H), 7.26 (s, 1H), 6.92 (d, 1H), 6.79 (br s, 1H), 4.00 (m, 2H), 3.60 (m, 2H). Mass (ES+)=345.3 (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07888503B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-d1a682657c994ac4be7c4adc3ee673b0 |
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| Source note | uspto-grants-2011_02 |
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