HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 44201312, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | HCID 44200254 | HCID 44200254 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 44201312 | HCID 44201312 | 70% |
Reaction Steps
To a solution of compound 17 (320 mg, 0.70 mmol) in dichloromethane (4 ml) was added 4N HCl in dioxane (4 ml). The mixture was stirred for 1 hr at room temperature and concentrated in vacuo. To a solution of the resulting material were added triethylamine (293 μl, 0.49 mmol) and tert-butylacetyl chloride (117 μl, 0.84 mmol). After 30 min, water (10 ml) was added to quench the reaction. The aqueous phase was extracted with dichloromethane (5 ml) and the organic layer was washed with brine (10 ml), dried over anhydrous MgSO4 and concentrated in vacuo. The crude material was purified by preparative TLC (10% MeOH in dichloromethane) to provide compound 69 (220 mg, 70%) as a white solid. [M+H]+ 453.3, HPLC purity: 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403789B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-9059e92ec2964d92b63a785c5ba617c6 |
| Source note | uspto-grants-2016_08 |