HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl alpha-[4-(3-(2-cyanophenoxymethyl)-phenoxy)-6-methoxy-pyrimidin-5-yl]-beta-methoxyacrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxybenzonitrile | HCID 11907 | — |
| Reactant | Methyl alpha-[4-(3-bromomethylphenoxy)-6-methoxy-5-pyrimidinyl]-beta-methoxyacrylate | HCID 53821122 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl alpha-[4-(3-(2-cyanophenoxymethyl)-phenoxy)-6-methoxy-pyrimidin-5-yl]-beta-methoxyacrylate | HCID 67742273 | 86% |
Reaction Steps
Methyl α-[4-(3-bromomethylphenoxy)-6-methoxy-5-pyrimidinyl]-β-methoxyacrylate (3.2 g, 7.8 mmol), o-hydroxybenzonitril (0.93 g, 7.8 mmol) and potassium carbonate (2.1 g, 15 mmol) are stirred in dimethylformamide (20 ml) for 4 hours at room temperature. Dilution with ether, washing with brine, drying (MgSO4) and chromatography on silicagel (eluent: hexane/ethyl acetate 1:1) gives methyl α-[4-(3-(2-cyanophenoxymethyl)-phenoxy)-6-methoxy-pyrimidin-5-yl]-β-methoxyacrylate as a colorless solid (3.0 g), m.p. 132°-135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05547919 |
| Source dataset | uspto-grants-1996_08 |
| ORD ID | ord-cf5b5640268248c6b7a2f042fe1421f1 |
| Source note | uspto-grants-1996_08 |