HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Cyclobutyl-6-ethynylpyridazin-3-amine → 4-Chloro-3-(2-(6-(cyclobutylamino)pyridazin-3-yl)ethynyl)-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Cyclobutyl-6-ethynylpyridazin-3-amine | HCID 86709554 | — |
| Reactant | 4-chloro-3-iodo-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide | HCID 86709564 | — |
| Product | 4-Chloro-3-(2-(6-(cyclobutylamino)pyridazin-3-yl)ethynyl)-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide | HCID 72950254 | — |
Reaction Steps
The title compound was synthesized from N-cyclobutyl-6-ethynylpyridazin-3-amine and 4-chloro-3-iodo-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide in a manner similar to that described for in Example 1. The product was obtained as a pale yellow solid. Mp: 225-227° C.; 1H NMR (300 MHz, DMSO-d6) δ: 10.82 (1H, s), 8.35 (1H, d, J=2.1 Hz), 8.27 (1H, s), 8.13 (1H, s), 7.99-8.03 (1H, dd, J=2.1 and 8.1 Hz), 7.81-7.84 (1H, d, J=8.7 Hz), 7.76 (1H, s), 7.66-7.68 (2H, m), 7.46-7.49 (1H, d, J=9.0 Hz), 6.76-6.80 (1H, d, J=9.3 Hz), 4.40 (1H, m), 2.32-2.34 (2H, m), 2.17 (3H, brs), 1.87-1.97 (2H, m), 1.71-1.76 (2H, m). HRMS (ESI-TOF+): m/z [M+2H]+2 calcd for C28H24ClF3N6O: 276.0821. found: 276.0819.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859553B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-11a4a7d450e54cd2bcfd9f1a332a4bcb |
| Source note | uspto-grants-2014_10 |