HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Cyclobutyl-6-ethynylpyridazin-3-amine → 6-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclobutylpyridazin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Cyclobutyl-6-ethynylpyridazin-3-amine | HCID 86709554 | — |
| Reactant | 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzoimidazole | HCID 86709558 | — |
| Product | 6-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclobutylpyridazin-3-amine | HCID 72949559 | — |
Reaction Steps
The title compound was synthesized from N-cyclobutyl-6-ethynylpyridazin-3-amine and 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole in a manner similar to that described for in Example 1. The title compound was obtained as a pale yellow solid. Mp: 161-163° C.; 1H NMR (300 MHz, CDCl3) δ: 8.13-8.15 (1H, d, J=6.0 Hz), 7.95 (1H, s), 7.62-7.65 (1H, d, J=9.0 Hz), 7.65 (1H, s), 7.36-7.39 (1H, d, J=9.0 Hz), 7.29-7.32 (1H, d, J=9.0 Hz), 7.18-7.21 (1H, d, J=9.0 Hz), 6.63-6.66 (1H, d, J=9.0 Hz), 5.80 (1H, s), 4.28-4.30 (1H, m), 3.63 (2H, s), 2.63 (8H, brs), 2.40-2.44 (2H, m) 2.40 (3H, s), 1.96-2.02 (2H, m), 1.79-1.81 (2H, m). HRMS (ESI-TOF+): m/z [M+H]+ calcd for C29H31ClN7: 512.2324. found: 512.2303.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859553B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-13a8179f256a4f36b25eabc04f0ce6b5 |
| Source note | uspto-grants-2014_10 |