HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Morpholinoethylamine → 4-[(3-Isopropylphenyl)amino]-6-[(2-morpholin-4-ylethyl)amino]-1,7-naphthyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Morpholinoethylamine | HCID 408285 | — |
| Reactant | 6-Fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile | HCID 69180810 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-[(3-Isopropylphenyl)amino]-6-[(2-morpholin-4-ylethyl)amino]-1,7-naphthyridine-3-carbonitrile | HCID 69318375 | 54% |
Reaction Steps
Following the procedure described above in Example 34, 6-fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile was reacted with 2-morpholin-4-yl-ethylamine in pyridine. The crude product was purified by flash column chromatography (1% methanol in methylene chloride) to give a yellow solid (0.15 g, 54%). 1H NMR (400 MHz, DMSO-D6) δ ppm 1.2 (d, J=7.1 Hz, 6 H) 2.4 (m, 4 H) 2.6 (m, 2 H) 2.9 (dq, J=6.9 Hz, 1 H) 3.4 (m, 2 H) 3.6 (m, 4 H) 6.6 (t, J=5.4 Hz, 1 H) 7.1 (m, 4 H) 7.3 (t, J=8.0 Hz, 1 H) 8.2 (s, 1 H) 8.8 (s, 1 H) 9.6 (s, 1 H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432279B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-e92871290d3a4b7bbe75ff4d0b9c2fe8 |
| Source note | uspto-grants-2008_10 |