HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-({[2-oxo-1-(3-pyridinylmethyl)-1,2-dihydro-4-pyrimidinyl]oxy}methyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Picolyl chloride hydrochloride | HCID 23392 | — |
| Reactant | 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(2-oxo-1,2-dihydro-4-pyrimidinyl)oxy]methyl}benzonitrile | HCID 57383181 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-({[2-oxo-1-(3-pyridinylmethyl)-1,2-dihydro-4-pyrimidinyl]oxy}methyl)benzonitrile | HCID 57379014 | 8.2% |
Reaction Steps
A mixture of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(2-oxo-2,3-dihydro-4-pyrimidinyl)oxy]methyl}benzonitrile (100 mg, 0.237 mmol), 2-(chloromethyl)pyridine hydrochloride (58.3 mg, 0.356 mmol) and Cs2CO3 (464 mg, 1.42 mmol) in anhydrous N,N-dimethylformamide (10 mL) was sealed in a microwave vial, then irradiated with a microwave at 110° C. for 2 h and filtered. Purification via mass-directed autopreparation afforded the title product (10 mg). LC-MS (ESI): m/z 513 [M+H]+; 4.12 min (ret time).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859573B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-1deb4f4243b4460faa535ccb8fed6fef |
| Source note | uspto-grants-2014_10 |