HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 117660506, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 117662400 | HCID 117662400 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 117660506 | HCID 117660506 | — |
Reaction Steps
To a mixture of ethyl (2-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-5,6-dichloro-1H-benzimidazol-1-yl)acetate (390 mg) and THF (8 mL) was added dropwise methylmagnesium bromide (3 M THF solution, 0.94 mL) at room temperature, followed by stirring at room temperature for 1 hour. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was washed with brine, dried over MgSO4, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: Hex/EtOAc=70/30-40/60) to obtain tert-butyl {[5,6-dichloro-1-(2-hydroxy-2-methylpropyl)-1H-benzimidazol-2-yl]methyl}methylcarbamate (70 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937087B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-0044cb81eae74dec82381f294e475006 |
| Source note | uspto-grants-2015_01 |