HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-methyl-1,8-naphthyridine → N-{4-[4-(2-Methyl-allyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-methyl-1,8-naphthyridine | HCID 12266372 | — |
| Reactant | N-{4-[2-Amino-4-(2-methyl-allyloxy)-phenylsulfanyl]-phenyl}-acetamide | HCID 68460644 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{4-[4-(2-Methyl-allyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide | HCID 68460593 | — |
Reaction Steps
The product from Example 1d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 234a (55 mg, 0.17 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 salt (12 mg, 25%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.76 (s, 3H) 2.02 (s, 3H), 2.75 (s, 3H), 4.52 (s, 2H), 4.98 (s, 1H), 5.05 (s, 1H), 6.30 (d, J=7.35 Hz, 1H), 7.04-7.19 (m, 4H), 7.36 (s, 1H), 7.41 (d, J=8.46 Hz, 2H) 7.78 (d, J=8.82 Hz, 1H), 8.37 (d, J=6.99 Hz, 1H), 8.94 (d, J=8.46 Hz, 1H) 9.97 (s, 1H, ) 10.99 (s, 1H), 14.33 (s, 1H); MS (ESI+) m/z 471 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338605B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-dec67ff49d984b40a9ae6b166218ade9 |
| Source note | uspto-grants-2012_12 |