Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-Isopropylhydrazine hydrochloride | HCID 85573 | — |
| Reactant | 1,1-Dimethoxyethyl(dimethyl)amine | HCID 87835 | — |
| Reactant | HCID 58204450 | HCID 58204450 | — |
| Product | HCID 58204820 | HCID 58204820 | 26% |
Reaction Steps
10-Fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide from Example 90 (0.2 g, 0.81 mmol), dimethylacetamide-dimethyacetal (0.36 mL, 2.4 mmol), and toluene (10 mL, 90 mmol) were combined in a round bottom flask with a vigreux condensation column attached. Heated at 95° C. for more than 24 hours and concentrated in vacuo. The residue was dissolved in acetic acid and isopropylhydrazine hydrochloride (0.11 g, 0.97 mmol) was added and heated at 95° C. with a vigreux condensation column attached for four hours. Complete reaction by LCMS. Concentrated in vacuo and purified by HPLC to give 281 (67.7 mg, 26% yield, M+1 328.1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08586574B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-3247160b3c2646fcbfffb3faee67c04f |
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| Source note | uspto-grants-2013_11 |
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