Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | p-Fluoronitrobenzene | HCID 9590 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl (2S)-2-amino-3-methylbutanoate hydrochloride | HCID 12490702 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 117733829 | HCID 117733829 | — |
Reaction Steps
To a solution of 1-fluoro-4-nitrobenzene (3.0 g, 21 mmol) and tert-butyl (2S)-2-amino-3-methylbutanoate hydrochloride (5.4 g, 26 mmol) in DMSO (20 mL) was added K2CO3 (8.8 g, 64 mmol). The reaction mixture was stirred at 100° C. for 8 h. EtOAc (200 mL) was added. The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (EtOAc/petroleum ether (1:10 v/v)) to obtain compound 55a as a yellow solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C15H22N2O4: 295.2 (M+H). Found 295.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09193736B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-a68f8a2364744d868becbd53e83a8a0c |
|---|
| Source note | uspto-grants-2015_11 |
|---|