HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-methyl-1,8-naphthyridine → N-{4-[4-Benzyloxy-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-benzyloxy-phenylsulfanyl)-phenyl]-acetamide | HCID 68460688 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{4-[4-Benzyloxy-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide | HCID 68456648 | — |
Reaction Steps
The product from Example 1d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 233a (62 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 (24 mg, 47%). 1H NMR (300 MHz, DMSO-d6) ppm: 2.02 (s, 3 H) 2.75 (s, 3 H) 5.15 (s, 2 H) 6.29 (d, J=7.35 Hz, 1 H) 7.12 (d, J=8.82 Hz, 2 H) 7.16-7.27 (m, 2 H) 7.29-7.52 (m, 8 H) 7.78 (d, J=8.82 Hz, 1 H) 8.36 (d, J=6.99 Hz, 1 H) 8.94 (d, J=8.82 Hz, 1 H) 9.97 (s, 1 H) 11.00 (s, 1 H) 14.34 (s, 1 H); MS (ESI+) m/z 507 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763731B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-96e4fbc3a9b8487e9976c6a538dc7e99 |
| Source note | uspto-grants-2010_07 |