HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-methyl-1,8-naphthyridine → 4-(4-Methyl-2-(7-methyl-1,8-naphthyridin-4-ylamino)phenoxy)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-methyl-1,8-naphthyridine | HCID 12266372 | — |
| Reactant | 4-(2-Amino-4-methylphenoxy)phenol | HCID 66808388 | — |
| Product | 4-(4-Methyl-2-(7-methyl-1,8-naphthyridin-4-ylamino)phenoxy)phenol | HCID 68459283 | — |
Reaction Steps
The product from Example 1d (278 mg, 1.56 mmol) was reacted with the product from Example 122b (336 mg, 1.56 mmol) for 18 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid (226 mg, 31%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.34 (s, 3H) 2.74 (s, 3H) 6.56 (d, J=6.99 Hz, 1H) 6.64-6.71 (m, 2H) 6.75-6.81 (m, 2H) 6.89 (d, J=8.46 Hz, 1H) 7.26 (dd, J=8.46, 1.84 Hz, 1H) 7.31 (s, 1H) 7.76 (d, J=8.82 Hz, 1H) 8.48 (d, J=6.99 Hz, 1H) 8.95 (d, J=8.46 Hz, 1H) 9.34 (s, 1H) 10.91 (s, 1H) 14.36 (s, 1H); MS (ESI+) m/z 358 (M+H−TFA)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338605B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-3b171cda54d54203b3395361e3c53a9c |
| Source note | uspto-grants-2012_12 |