HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzylamine → 4-[(3-Isopropylphenyl)amino]-6-[(4-methoxybenzyl)amino]-1,7-naphthyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 6-Fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile | HCID 69180810 | — |
| Product | 4-[(3-Isopropylphenyl)amino]-6-[(4-methoxybenzyl)amino]-1,7-naphthyridine-3-carbonitrile | HCID 69318067 | 25% |
Reaction Steps
Following the procedure described above in Example 34, 6-fluoro-4-[(3-isopropylphenyl)amino]-1,7-naphthyridine-3-carbonitrile was reacted with (4-methoxyphenyl)methanamine. The crude product was purified by flash column chromatography (1% methanol in methylene chloride) to give a yellow solid (0.209 g, 25%). 1H NMR (400 MHz, DMSO-D6) δ ppm 1.2 (d, J=6.8 Hz, 6 H) 2.8 (none, 1 H) 2.9 (dq, J=6.9 Hz, 1 H) 3.7 (s, 3 H) 4.4 (d, J=6.3 Hz, 2 H) 6.9 (m, 2 H) 7.1 (m, 2 H) 7.1 (dd, J=4.3, 2.5 Hz, 2 H) 7.3 (m, 4 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-b96fac4d617544b387396f0c0b56862c |
| Source note | uspto-grants-2008_10 |