HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-Chloro-N-(2-(4-fluorophenyl)-2-methylpropyl)-5-methylpyridazin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,6-Dichloro-4-methylpyridazine | HCID 87923 | — |
| Reactant | 2-(4-Fluorophenyl)-2-methylpropan-1-amine | HCID 21251023 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 6-Chloro-N-(2-(4-fluorophenyl)-2-methylpropyl)-5-methylpyridazin-3-amine | HCID 86686132 | 15.1% |
Reaction Steps
A solution of (2-(4-fluorophenyl)-2-methylpropan-1-amine (5.5 g, 33 mmol, 1.8 equiv), 3,6-dichloro-4-methylpyridazine (3.0 g, 18 mmol, 1.0 equiv) and K2CO3 (5.1 g, 37 mmol, 2.0 equiv) in isopropanol (7.5 mL) was stirred at 100° C. under a blanket of nitrogen for 18 hours. The cooled mixture was partitioned between water and EtOAc and the organic fraction was concentrated in vacuo. Purification over silica gel using a 20-35% gradient of EtOAc/hexanes gave the desired product (0.80 g, 15%) of a yellow oil which was determined by HPLC to be a 5:1 mixture of regioisomers by HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969346B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-a80060bc82a040bb876008e789711443 |
| Source note | uspto-grants-2015_03 |