HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-propyl-[1,8]naphthyridine → 4-[4-Chloro-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenoxy]-N-(2-methoxy-ethyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-propyl-[1,8]naphthyridine | HCID 44140176 | — |
| Reactant | 4-(2-amino-4-chlorophenoxy)-N-(2-methoxyethyl)benzamide | HCID 67249338 | — |
| Product | 4-[4-Chloro-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenoxy]-N-(2-methoxy-ethyl)-benzamide | HCID 68459158 | — |
Reaction Steps
The product from Example 2g (75 mg, 0.36 mmol) was reacted with the product from Example 126e (116 mg, 0.36 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 (101.7 mg, 46%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.95 (t, J=7.35 Hz, 3H) 1.70-1.90 (m, 2 H) 2.90-3.01 (m, 2 H) 3.24 (s, 3 H) 3.32-3.47 (m, 4 H) 6.73 (d, J=6.99 Hz, 1H) 6.98 (d, J=8.82 Hz, 2 H) 7.29 (d, J=8.82 Hz, 1 H) 7.61 (dd, J=8.82, 2.57 Hz, 1 H) 7.71-7.81 (m, 4H) 8.42 (t, J=4.78 Hz, 1 H) 8.53 (d, J=6.99 Hz, 1 H) 8.85 (d, J=8.82 Hz, 1 H) 10.92 (s, 1 H) 14.57 (s, 1 H); MS (ESI+) m/z 491 (M+H−TFA)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763731B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-4a563850374e494cb047725d10cd3703 |
| Source note | uspto-grants-2010_07 |