HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-methyl-1,8-naphthyridine → N-{4-[4-(3-Methyl-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-(3-methyl-benzyloxy)-phenylsulfanyl]-phenyl}-acetamide | HCID 67250731 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{4-[4-(3-Methyl-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide | HCID 67250116 | — |
Reaction Steps
The product from Example 7d (18 mg, 0.085 mmol) was reacted in ethanol (1 mL) with the product from Example 39a (32 mg, 0.085 mmol) for 18 h following the procedure from Example 7g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (14 mg, 26%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.97 (t, J=7.35 Hz, 3 H) 1.62-1.93 (m, 2 H) 2.02 (s, 3 H) 2.31 (s, 3 H) 2.99 (t, J=7.35 Hz, 2 H) 5.11 (s, 2 H) 6.30 (d, J=6.99 Hz, 1 H) 6.97-7.33 (m, 8 H) 7.34-7.50 (m, 3 H) 7.80 (d, J=8.82 Hz, 1 H) 8.36 (d, J=6.99 Hz, 1 H) 8.97 (d, J=8.82 Hz, 1 H) 9.97 (s, 1 H) 11.01 (s, 1 H) 14.36 (s, 1 H); MS (ESI+) m/z 549 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236950B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-6d0c3fbdef2f420e9df2f11d50e8b90d |
| Source note | uspto-grants-2012_08 |