HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-1,2-propanediol → N-(2,3-dihydroxypropyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-1,2-propanediol | HCID 73561 | — |
| Reactant | Ethyl 7-[(4-Fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate | HCID 54730000 | — |
| Product | N-(2,3-dihydroxypropyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide | HCID 69480966 | 91% |
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 (10 mg, 0.028 mmol) described in example 92 and 3-amino-1,2-propanediol (36 mg, 0.393 mmol), was prepared N-(2,3-dihydroxypropyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (10 mg, 91% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.49 (br s, 1 H), 8.56 (s, 1 H), 7.39 (s, 1 H), 7.17-7.13 (m, 2 H), 7.04-6.99 (m, 2 H), 4.13 (s, 2 H), 3.92 (m, 1 H), 3.67-3.54 (m, 4 H), 3.57 (s, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691991B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-66edb70112b0492ab2642446ed7c2bb7 |
| Source note | uspto-grants-2014_04 |