HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-propyl-[1,8]naphthyridine → N-{3-Fluoro-4-[4-methyl-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-propyl-[1,8]naphthyridine | HCID 44140176 | — |
| Reactant | N-[4-(2-Amino-4-methyl-phenylsulfanyl)-3-fluoro-phenyl]-acetamide | HCID 68459226 | — |
| Product | N-{3-Fluoro-4-[4-methyl-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide | HCID 68460693 | 54.3% |
Reaction Steps
The product from Example 2g (100 mg, 0.48 mmol) was reacted with the product from Example 39e (140 mg, 0.48 mmol) for 22 h at 120° C. following the procedure from Example 1g giving the title compound as a solid (120 mg, 54%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.99 (t, J=7.3 Hz, 3H), 1.86 (sextet, J=7.3 Hz, 2H), 2.06 (s, 3H), 2.36 (s, 3H), 3.01 (t, J=7.3 Hz, 2H), 6.28 (d, J=6.9 Hz, 1H), 7.12-7.35 (m, 5H), 7.55 (dd, J=12.1, 2.2 Hz, 1H), 7.82 (d, J=8.8 Hz, 1H), 8.42 (d, J=6.9 Hz, 1H), 9.04 (d, J=8.8 Hz, 1H); MS (ESI+) m/z 461 (M+H)+, ESI− m/z 459 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763731B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-b1deb1b15512434fae62c25d66da4dcb |
| Source note | uspto-grants-2010_07 |