HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1R,3S,5S)-5-Hydroxymethyl-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid (2-fluoro-3-trifluoromethoxy-phenyl)-amide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (1R,3S,5S)-3-(2-Fluoro-3-trifluoromethoxy-phenylcarbamoyl)-5-(tetrahydro-pyran-2-yloxymethyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester | HCID 68283049 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (1R,3S,5S)-5-Hydroxymethyl-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid (2-fluoro-3-trifluoromethoxy-phenyl)-amide hydrochloride | HCID 86673857 | — |
Reaction Steps
To a solution of (1R,3S,5S)-3-(2-fluoro-3-trifluoromethoxy-phenylcarbamoyl)-5-(tetrahydro-pyran-2-yloxymethyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (105 mg, 0.19 mmol) in dioxane (0.5 mL) was added HCl (4 N in dioxane, 481 μL, 1.92 mmol). The mixture was stirred at RT for 4 h, solvent was removed under reduced pressure and the material thus obtained was used without further purification in the next step. MS (UPLC/MS): 335.2 [M+H]+, 333.2 [M−H]−, 379.6 [M+HCOO]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085555B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-2fa5e2217591437bbe632e282326f240 |
| Source note | uspto-grants-2015_07 |