HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1'-[6-(3-Chloro-4-fluoro-phenyl)-2-(4-propyl-piperazin-1-yl)-pyrimidin-4-yl]-3-methyl-5-nitro-1',2',3',4',5',6'-hexahydro-[2,4']bipyridinyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-3-methyl-5-nitropyridine | HCID 89648 | — |
| Reactant | 4-(3-Chloro-4-fluoro-phenyl)-6-piperazin-1-yl-2-(4-propyl-piperazin-1-yl)-pyrimidine | HCID 59168249 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 1'-[6-(3-Chloro-4-fluoro-phenyl)-2-(4-propyl-piperazin-1-yl)-pyrimidin-4-yl]-3-methyl-5-nitro-1',2',3',4',5',6'-hexahydro-[2,4']bipyridinyl | HCID 66839117 | — |
Reaction Steps
Heat a mixture of 4-(3-chloro-4-fluoro-phenyl)-6-piperazin-1-yl-2-(4-propyl-piperazin-1-yl)-pyrimidine (300 mg, 0.72 mmol), 2-chloro-3-methyl-5-nitro-pyridine (149 mg, 0.86 mmol) and DIEA (186 mg, 1.44 mmol) in DMA (4 mL) for 16 h at 110° C. Cool, partition between 10% NaOH and EtOAc and wash the organic layer with additional NaOH solution (3×). Dry the organic layer (Na2SO4) and concentrate under reduced pressure to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334382B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-a79fd42413914181a5831485b7e6fe62 |
| Source note | uspto-grants-2012_12 |