Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | HCID 61962718 | HCID 61962718 | — |
| Catalyst | HCID 178460666 | HCID 178460666 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 79290409 | HCID 79290409 | 97% |
Reaction Steps
A disposable tube was charged with ethyl 3-(2-amino-3-fluorophenylamino)propanoate (800 mg, 3.54 mmol) and a stirbar. Toluene (10 mL) was added, followed by tetraisopropoxytitanium (523 μl, 1.768 mmol), and the solution was stirred at 80° C. 0.5 h. The solution was diluted with ethyl acetate, concentrated with celite, and purified by silica gel chromatography (eluting with hexanes/ethyl acetate) to yield 9-fluoro-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one as a white amorphous solid (0.618 g, 3.43 mmol, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09422292B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-af27866654c4474da16bffce2300f35e |
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| Source note | uspto-grants-2016_08 |
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