Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 76804086 | HCID 76804086 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 44206680 | HCID 44206680 | — |
Reaction Steps
Methanesulfonic acid 4-(3,4-dimethoxy-phenyl)-4-[4-(4-ethyl-piperazin-1-yl)-1-oxo-1,3-dihydro-isoindol-2-yl]-butyl ester (112 mg, 0.211 mmol) was dissolved in DME (0.80 mL), and a 4 M solution of NaOtBu in THF (0.5 mL) was added. The resulting mixture was stirred at 60° C. for 1 hour and then allowed to cool to room temperature. The resulting mixture was then poured into water (10 mL) and extracted with EtOAc (2 times, 15 mL). The organic layers were combined, washed with brine (10 mL), dried over Na2SO4, and concentrated in vacuum to yield a residue. The residue was purified using prep-HPLC 5-90 gradient water (0.2% TFA buffer)/acetonitrile (0.15% TFA buffer) to yield the title compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09079896B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-89f972db625e43a29bf62dd952698867 |
|---|
| Source note | uspto-grants-2015_07 |
|---|