HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 70865029, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4,4-Difluorocyclohexanecarboxylic acid | HCID 2779136 | — |
| Reactant | HCID 70865354 | HCID 70865354 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70865029 | HCID 70865029 | — |
Reaction Steps
To a cold (0° C.) solution of morpholine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (50 mg; 0.115 mmol), 4,4-difluorocyclohexanecarboxylic acid (18.9 mg, 0.115 mmol) and N,N-diisopropylethylamine (0.052 mL; 0.3 mmol) in anhydrous acetonitrile (2 mL) is added phosphorous oxychloride (0.01 mL; 0.115 mmol). The reaction mixture is left stirring at room temperature for 18 hours. After this time, the reaction mixture is quenched with saturated NH4Cl aqueous solution and extracted with ethyl acetate twice. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by preparative LC-MS provides the title compound, m/z 400 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889670B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-24a863d02247428597231e47359f7e18 |
| Source note | uspto-grants-2014_11 |