HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dimethoxybenzylamine → N-(2,4-dimethoxybenzyl)-6-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)pyridazin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
| Reactant | 3-(1-(6-chloropyridazin-3-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole | HCID 118060604 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-(2,4-dimethoxybenzyl)-6-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)pyridazin-3-amine | HCID 118060621 | 68.4% |
Reaction Conditions
| Temperature | 200 °C |
|---|
Reaction Steps
A mixture of 3-(1-(6-chloropyridazin-3-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole (Intermediate 44; 136 mg; 0.30 mmol) and 2,4-dimethoxybenzylamine (100 mg; 0.60 mmol) in NMP (2 mL) was stirred at 200° C. for 2 hours under a microwave reactor. The reaction mixture was diluted with EtOAc (30 mL), washed water (10 mL), brine (10 mL), dried over anhydrous Na2SO4, filtered, concentrated, and purified by a silica gel column chromatography (petroleum ether/EtOAc=4/1 to 2/1) to afford 120 mg (68%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126984B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-0b4d3f355b584a5e8a222450ddb7c936 |
| Source note | uspto-grants-2015_09 |