HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene, 1-bromo-2-(trifluoromethyl)- → 4-(3-Benzyloxy-propyl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene, 1-bromo-2-(trifluoromethyl)- | HCID 9806 | — |
| Reactant | 4-(3-Benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile | HCID 57839110 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(3-Benzyloxy-propyl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile | HCID 57839114 | — |
Reaction Steps
A solution of 4-(3-benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile (100 mg), trifluoromethylbromobenzene (36□μL) and 1,1′-(bistriphenylphosphino)ferrocenedichloropalladium(II) (16 mg) in dimethylformamide (5 mL) was heated in microwave at 150° C. for 5 min. The resulting suspension was diluted with ethyl acetate and water (20 mL), the organic layer being separated, dried over sodium sulphate and evaporated at reduced pressure. Flash silica chromatography afforded 4-(3-benzyloxy-propyl)-6-(3-trifluoromethyl-phenyl)-pyrimidine-2-carbonitrile as a yellow gum (47 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589095B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-8996478be43943e783160332716c8d63 |
| Source note | uspto-grants-2009_09 |