HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methyl-N-(2-phenylethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-[8-(2,6-Difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acid | HCID 57530530 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methyl-N-(2-phenylethyl)benzamide | HCID 59212681 | 723.2% |
Reaction Steps
To the solution of 3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acid (220 mg, 0.50 mmol) in dichloromethane (5 mL) was added (2-phenylethyl)amine (69.1 μL, 0.55 mmol), EDC (105 mg, 0.55 mmol), HOBt (6.8 mg, 0.05 mmol) and Et3N (281 mL, 2.0 mmol). The reaction mixture was stirred at room temperature for 20 hours. Then was quenched with H2O, extracted with DCM, dried over Na2SO4, filtered, concentrated and applied to flash chromatography to afford the titled compound 202 mg (74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207176B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-2ab27397be45408cab2deda2a85d8d95 |
| Source note | uspto-grants-2012_06 |