HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylcyclohexylamine → 6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylcyclohexylamine | HCID 7514 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide | HCID 59446876 | — |
| Reactant | 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide | HCID 59447105 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide | HCID 25182758 | — |
Reaction Steps
A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (75.0 mg; 0.30 mmol) in THF (4 mL) was treated with triethylamine (42 μl; 0.30 mmol) and N-methylcyclohexylamine (Aldrich, 43 μl; 0.33 mmol). The reaction mixture was stirred for 24 h. The solvents were removed in vacuo, then the crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399448B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-985423f63df048219802cd1a00ee8ba9 |
| Source note | uspto-grants-2013_03 |