HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 6-[cyclohexyl(cyclopropylmethyl)amino]-N-{4-[(dimethylamino)sulfonyl]-2-methylphenyl}pyrimidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 4-[({6-[Cyclohexyl(cyclopropylmethyl)amino]pyrimidin-4-yl}carbonyl)amino]-3-methylbenzenesulfonyl chloride | HCID 59446881 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-[cyclohexyl(cyclopropylmethyl)amino]-N-{4-[(dimethylamino)sulfonyl]-2-methylphenyl}pyrimidine-4-carboxamide | HCID 25182911 | — |
Reaction Steps
A solution of 4-[({6-[cyclohexyl(cyclopropylmethyl)amino]pyrimidin-4-yl}carbonyl)amino]-3-methylbenzenesulfonyl chloride (Intermediate 20, 50 mg; 0.11 mmol) in THF (5 ml) was treated with polymer-supported-diisopropylethylamine (60.7 mg; 0.22 mmol) and dimethylamine (8 μl; 0.13 mmol, Aldrich) and the reaction mixture was stirred at room temperature for three hours. The resin was filtered and the solvents were evaporated to give a residue, which was purified by column chromatography (silica) using as eluent petroleum ether/EtOAc to afford the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150519B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-57103ae2b93d44b4b75e8018ce1a6cb5 |
| Source note | uspto-grants-2015_10 |