Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N~1~-(Pyridin-2-yl)ethane-1,2-diamine | HCID 410428 | — |
| Reactant | HCID 59002890 | HCID 59002890 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 24754255 | HCID 24754255 | 55% |
Reaction Steps
A mixture of (3S)-8-Amino-9,10-difluoro-2,3-dihydro-7-oxo-3-phenylmethyl-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (76.9 mg, 0.207 mmol), 2-(2-pyridylamino)ethylamine (41.8 mg, 0.303 mmol), and triethylamine (42.1 μL, 0.302 mmol) in DMSO (1.5 mL) was stirred at 100° C. for 3 h. The reaction mixture was poured into ice-water and the resulting precipitates were collected by filtration. Recrystallization of the filtered precipitates from CH2Cl2-EtOH gave (3S)-8-amino-9-fluoro-2,3-dihydro-7-oxo-3-phenylmethyl-10-[2-(2-pyridylamino)ethylamino]-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (55.4 mg, 55%) as a yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08063221B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-1be314f7190d44199e0786fa3cb37a7d |
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| Source note | uspto-grants-2011_11 |
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