HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(2-Methoxy-phenyl)-malonamic acid → n1-(3-Fluoro-4-(2-(1-methyl-1h-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-n3-(2-fluoroxyphenyl)malonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(2-Methoxy-phenyl)-malonamic acid | HCID 12664594 | — |
| Reactant | N1-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-(2-methoxyphenyl)malonamide | HCID 16040869 | — |
| Reactant | 2-[(2-Fluorophenyl)carbamoyl]acetic acid | HCID 16481156 | — |
| Reactant | 3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamine | HCID 59424480 | — |
| Product | n1-(3-Fluoro-4-(2-(1-methyl-1h-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-n3-(2-fluoroxyphenyl)malonamide | HCID 66648945 | 5% |
Reaction Steps
Starting from the amine 9 and following the procedure described above for the compound 28a (example 8, step 2) but substituting acid 27 for the acid 29, title compound 30a was obtained as a white solid in 5% yield. 1H NMR (DMSO-d6) δ (ppm): 10.56 (s, 1H), 10.04 (s, 1H), 8.50 (d, 1H), 7099-7.95 (m, 1H), 7.88 (s, 1H), 7.86 (dd, 1H), 7.50 (t, 2H) 7.42 (dd, 1H), 7.40 (s, 1H), 7.29-7.24 (m, 1H), 7.17-7.14 (m, 1H), 7.03 (s, 1H), 6.69 (d, 1H), 4.00 (s, 3H), 3.64 (s, 2H). MS (m/z): 520.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329726B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-6081e2730e9b4b00be30322fb17c781b |
| Source note | uspto-grants-2012_12 |