HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(2,6-Dichlorophenyl)acetyl isothiocyanate → N-(4-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-ylamino)phenyl carbamothioyl)-2-phenylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(2,6-Dichlorophenyl)acetyl isothiocyanate | HCID 59424439 | — |
| Reactant | N1-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yl)benzene-1,4-diamine | HCID 59424632 | — |
| Reactant | N-(4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-(2,6-dichlorophenyl)acetamide dihydrochloride | HCID 86604194 | — |
| Reactant | HCID 178418790 | HCID 178418790 | — |
| Product | N-(4-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-ylamino)phenyl carbamothioyl)-2-phenylacetamide | HCID 59424511 | 12% |
Reaction Steps
Starting from the compound 301, following the procedures described above for the synthesis of compound 269b (scheme 61, example 222) but replacing 2-(2,6-dichlorophenyl)acetyl isothiocyanate with 2-phenylacethyl isothiocyanate, title compound 302 was obtained in 12% yield, as a yellow solid. 1H NMR (d-DMSO) δ (ppm): 12.47 (s, 1H), 11.76 (s, 1H), 10.83 (s, 1H), 8.41(d, 1H, J=6.9Hz), 7.84 (s, 1H), 7.80 (s, 1H), 7.78 (s, 1H), 7.55(s, 1H), 7.46 (s, 1H), 7.43 (s, 1H), 7.32 (m, 4H), 7.28-7.20 (m, 1H), 7.20 (s, 1H), 6.94(d, 1H, J=6.8 Hz), 3.98 (s, 3H), 3.81 (s, 2H). MS (m/z): 499.1 (M+H) (found).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790729B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-15ee30e2a3f54768b431d7efd541b921 |
| Source note | uspto-grants-2010_09 |