Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-N,N-dimethylethane-1-sulfonamide--hydrogen chloride (1/1) | HCID 23448789 | — |
| Reactant | Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate | HCID 54730000 | — |
| Product | HCID 69480436 | HCID 69480436 | 49% |
Reaction Steps
In a similar manner to that described in example 196, from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (30 mg, 0.084 mmol) described in example 92, 2-amino-N,N-dimethylethanesulfonamide hydrochloride (200 mg, 1.09 mmol), and triethylamine (0.5 mL, 3.27 mmol), was prepared N-{2-[(dimethylamino)sulfonyl]ethyl}-7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (19 mg, 49% yield) as a brown solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.55 (br s, 1 H), 8.55 (s, 1 H), 7.38 (s, 1 H), 7.16-7.12 (m, 2 H), 7.03-6.98 (m, 2 H), 4.12 (s, 2 H), 3.89 (m, 2 H), 3.57 (s, 3 H), 3.24 (m, 2 H), 2.89 (s, 6 H); HRMS m/z calcd for C21H24FN4O5S: 463.1446 Found: 463.1451.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691991B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-ba62f4d1e13440dcacd4798124f76e55 |
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| Source note | uspto-grants-2014_04 |
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