HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-methyl-1,8-naphthyridine → 4-[2-(7-Methyl-[1,8]naphthyridin-4-ylamino)-4-phenoxymethyl-phenylsulfanyl]-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-methyl-1,8-naphthyridine | HCID 12266372 | — |
| Reactant | 4-(2-Amino-4-phenoxymethyl-phenylsulfanyl)-phenol | HCID 68460210 | — |
| Product | 4-[2-(7-Methyl-[1,8]naphthyridin-4-ylamino)-4-phenoxymethyl-phenylsulfanyl]-phenol | HCID 68461796 | — |
Reaction Steps
The product from Example 1d (0.037 g, 0.205 mmol) was reacted with the product from Example 221d (0.066 g, 0.205 mmol) for 16.5 hours 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 (0.041 g, 34%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3H) 5.13 (s, 2H) 6.31 (d, J=6.99 Hz, 1H) 6.79 (d, J=8.46 Hz, 2H) 6.88-7.12 (m, 4H) 7.20-7.36 (m, 4H) 7.46-7.56 (m, 2H) 7.81 (d, J=8.82 Hz, 1H) 8.48 (d, J=6.99 Hz, 1H) 9.02 (d, J=8.46 Hz, 1H) 10.01 (s, 1H); MS (ESI+) m/z 466.3 (M+H)+; (ESI−) m/z 464.2 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338605B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-0ffb4c7d49644376b444e6d0ce5f9482 |
| Source note | uspto-grants-2012_12 |