HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Cresol → HCID 69922894, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Cresol | HCID 335 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 4-chloro-2-(pyridin-4-yl)pyrimidine-5-carboxylate | HCID 24903915 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69922894 | HCID 69922894 | 97% |
Reaction Steps
A suspension of 0.6 g (2 28 mmol) 4-chloro-2-pyridin-4-yl-pyrimidine-5-carboxylic acid ethyl ester, 0.27 g (2 50 mmol) o-cresol and 2.97 g (9.10 mmol) Cs2CO3 in 15 ml acetonitrile was stirred for 17 h at RT. The suspension was poured into 150 ml H2O and extracted three times with 90 ml ethyl acetate. The combined organic phases were dried (MgSO4), filtered and evaporated. The residue was purified by chromatography (SiO2, ethyl acetate/MeOH 100:1) to give 0.74 g (97%) 2-pyridin-4-yl-4-o-tolyloxy-pyrimidine-5-carboxylic acid ethyl ester as a yellow solid, MS (EI): 335.1 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06787539B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-684454e98e464b15a1c725510b2679f4 |
| Source note | uspto-grants-2004_09 |