HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 4-(3-tert.butylphenoxy)-6-dimethylamino-pyrimidin-5-yl-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 3-(1,1-dimethylethyl)- | HCID 11450 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Methyl 4-chloro-6-dimethylamino-pyrimidin-5-yl-acetate | HCID 53722653 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-(3-tert.butylphenoxy)-6-dimethylamino-pyrimidin-5-yl-acetate | HCID 19069025 | 87.4% |
Reaction Steps
A mixture of methyl 4-chloro-6-dimethylamino-pyrimidin-5-yl-acetate (22.9 g, 100 mmol), 3-tert.butylphenol (15.0 g, 100 mmol), potassium carbonate (20.7 g, 150 mmol) and a catalytic amount of 18-crown-6 is heated in dimethylformamide (50 ml) at 130° C. for 6 hours. The reaction mixture is diluted with diethyl ether, washed with 2n NaOH and brine, dried (MgSO4) and evaporated to give methyl 4-(3-tert.butylphenoxy)-6-dimethylamino-pyrimidin-5-yl-acetate as a yellow oil (30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05547919 |
| Source dataset | uspto-grants-1996_08 |
| ORD ID | ord-32a0ab01eeaa4a49b09477d2f73c3cdd |
| Source note | uspto-grants-1996_08 |