HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dodecylamine → N-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy) phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dodecylamine | HCID 13583 | — |
| Reactant | 2-(Phenylcarbamoyl)acetic acid | HCID 256593 | — |
| Reactant | 1-[(4-Fluorophenyl)carbamoyl]cyclopropanecarboxylic Acid | HCID 21081530 | — |
| Reactant | N1-(3-fluoro-4-(2-(1-methyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamide | HCID 44565164 | — |
| Product | N-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy) phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide | HCID 56952684 | 24% |
Reaction Steps
Starting from the amine 12 (scheme 3) and following the procedure described above for the compound 5c (example 3, scheme 3), but replacing acid 1 for the acid 181, title compound 180 was obtained in 24% yield. 1H NMR (DMSO-d6) δ (ppm): 10.39 (s, 1H), 10.01 (s, 1H), 8.42 (d, J=5.5 Hz, 1H), 7.87 (dd, J=14.2 and 2.4 Hz, 1H), 7.85 (d, 1H, J=1.2 Hz), 7.70 (d, 1H, J=1.1 Hz), 7.66 (s, 1H), 7.64-7.61 (m, 2H), 7.50 (dd, J=2.0 and 8.8 Hz, 1H), 7.43 (t, 1H, J=8.8 Hz), 7.16-7.11 (m, 2H), 6.55 (d, 1H, J=5.5 Hz), 3.71 (s, 3H), 1.44 (m, 4H). MS (m/z): 546.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329726B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-70f025b73f6244d5934f4fa437eb2faf |
| Source note | uspto-grants-2012_12 |