HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 71203162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,3,3-Trifluoro-1-propanol | HCID 137512 | — |
| Reactant | HCID 71186232 | HCID 71186232 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71203162 | HCID 71203162 | 10.1% |
Reaction Steps
116 mg of 3,3,3-trifluoropropan-1-ol were added to 46 mg of sodium hydride (60% pure in mineral oil) in 1.5 ml of dry N,N-dimethylformamide. After 5 min, 111 mg of tert-butyl [4-(5-methanesulfonyl-7-propyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate were added, and the reaction was stirred initially at room temperature for 2 h and then at 80° C. for 15 min. For work-up, saturated aqueous citric acid solution was added, and the reaction was extracted three times with ethyl acetate. The combined organic phases were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by preparative HPLC gave 12 mg (10%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321787B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-cb626f5058fe4bd7901cb3ee91cec591 |
| Source note | uspto-grants-2016_04 |