HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide → N-{4-[2-(7-Ethyl-[1,8]naphthyridin-4-ylamino)-4-methyl-phenylsulfanyl]-phenyl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide | HCID 43168935 | — |
| Reactant | 5-Chloro-2-ethyl-1,8-naphthyridine | HCID 67251203 | — |
| Product | N-{4-[2-(7-Ethyl-[1,8]naphthyridin-4-ylamino)-4-methyl-phenylsulfanyl]-phenyl}-acetamide | HCID 68458251 | — |
Reaction Steps
The product from Example 3f (92 mg, 0.47 mmol) was reacted with the product from Example 18b (130 mg, 0.47 mmol) for 22 h following the procedure from Example 1g giving the title compound as a solid after purification of the crude product by HPLC with TFA as a trifluoroacetic acid salt (68 mg, 26%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.37 (t, J=7.72 Hz, 1H) 2.04 (s, 3H) 2.35 (s, 3H) 3.05 (q, J=7.72 Hz, 2H) 6.31 (d, J=6.98 Hz, 1H) 7.15 (d, J=8.83 Hz, 1H) 7.20-7.35 (m, 3H) 7.49 (d, J=8.83 Hz, 2H) 7.82 (d, J=8.82 Hz, 1H) 8.41 (d, J=6.99 Hz, 1H) 8.99 (d, J=8.82 Hz, 1H) 10.04 (s, 1H) 11.01 (br s, 1H) 14.39 (br s, 1H). MS (ESI+) m/z 429 (M+H−Cl)+; (ESI−) m/z 427 (M−H−Cl)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338605B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-e70c04db80954ab39ccbe324b0e426df |
| Source note | uspto-grants-2012_12 |