Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl formimidate | HCID 418556 | — |
| Reactant | HCID 71295479 | HCID 71295479 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86728289 | HCID 86728289 | 40% |
Reaction Steps
To a solution of N-(5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-3-(hydrazinecarbonyl)benzofuran-6-yl)-N-methylmethanesulfonamide (20 mg, 0.03 mmol) and Et3N (1 mL) in MeCN (5 mL) was added ethyl formimidate (6 mg, 0.05 mmol). Then the mixture was stirred at 110° C. for 2 hours. After the solvent was removed by vacuum, the resulting residue was purified using prep-HPLC to provide Compound 159 (10 mg, yield: 40%). 1H-NMR (CDCl3, 400 MHz) δ 9.01 (s, 1H), 8.35 (s, 1H), 8.10 (t, J=2.8 Hz, 2H), 7.89 (s, 1H), 7.48 (t, J=2.8 Hz, 2H), 7.15˜7.23 (m, 4H), 7.07 (s, 1H), 6.78 (t, J=2.8 Hz, 1H), 5.98 (s, 2H), 3.29 (s, 3H), 2.89 (s, 3H). MS (M+H)+: 626.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09265773B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-6d7d2400437341939fca154452080f32 |
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| Source note | uspto-grants-2016_02 |
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