HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 71226770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86690351 | HCID 86690351 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71226770 | HCID 71226770 | 99% |
Reaction Steps
4 N HCl in dioxane (2.29 mL, 9.15 mmol) was slowly added to a solution of tert-butyl (1R,2R)-2-((S)-1-(2-(trifluoromethyl)pyrimidin-5-yl)piperidin-3-ylamino)cyclohexylcarbamate (0.58 gm, 1.31 mmol) in dioxane (3.52 mL) and MeOH (0.44 mL). After 1 h of stirring the reaction mixture was concentrated and the residue was partitioned between EtOAc and sat. NaHCO3. The aqueous phase was isolated and extracted with EtOAc. All organic phases were combined, washed with saturated aqueous NaCl, dried over MgSO4, filtered and concentrated to give the product (1R,2R)—N1—((S)-1-(2-(trifluoromethyl)pyrimidin-5-yl)piperidin-3-yl)cyclohexane-1,2-diamine (0.44 gm, 1.29 mmol, 99% yield) as a syrup. Anal. Calcd. for C16H24F3N5 m/z 343.2, found: 344.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815909B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-da38a7a58fd14e5e979472ae97f9a011 |
| Source note | uspto-grants-2014_08 |