HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-(2-Nitro-5-(piperidin-1-yl)phenyl)-6-((3-(trifluoromethyl)benzyl)-oxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(Trifluoromethyl)benzylic alcohol | HCID 67681 | — |
| Reactant | 4-Chloro-6-(2-nitro-5-(piperidin-1-yl)phenyl)pyrimidine | HCID 86705928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Nitro-5-(piperidin-1-yl)phenyl)-6-((3-(trifluoromethyl)benzyl)-oxy)pyrimidine | HCID 66588098 | — |
Reaction Steps
To a solution of 99 mg of 3-(trifluoromethyl)benzyl alcohol in 2 mL of DMF was added 27 mg of a 50% dispersion of sodium hydride in oil. After 15 min the solution was treated with 150 mg of intermediate 3.1b. After an additional 2 h the reaction mixture was partitioned between water and ethyl acetate. The organic extracts were washed with brine and dried (Na2SO4). The solvent was evaporated to give a yellow syrup that was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916569B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-be59c71033a84efbb44eba9408b2fd45 |
| Source note | uspto-grants-2014_12 |