HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 3-[2-fluoro-4-[[4-(spiro[indane-1,4'-piperidine]-1'-ylmethyl)phenyl]methoxy]phenyl]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate | HCID 23082888 | — |
| Reactant | 1'-[4-(Bromomethyl)benzyl]-2,3-dihydrospiro[indene-1,4'-piperidine] | HCID 67087226 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-[2-fluoro-4-[[4-(spiro[indane-1,4'-piperidine]-1'-ylmethyl)phenyl]methoxy]phenyl]propanoate | HCID 67086942 | 46.7% |
Reaction Steps
A mixture of 1′-[4-(bromomethyl)benzyl]-2,3-dihydrospiro[indene-1,4′-piperidine] (0.35 g, 0.94 mmol), ethyl 3-(2-fluoro-4-hydroxyphenyl)propanoate (0.2 g, 0.94 mmol) and K2CO3 (0.32 g, 2.3 mmol) in DMF (15 mL) is stirred overnight at room temperature. The reaction mixture is diluted with cold water and extracted with DCM (3×50 mL). The combined organic layer is washed with brine solution, dried over Na2SO4, and concentrated under vacuum. The crude material is purified by silica gel chromatography (gradient DCM/MeOH 8/2) to give the title compound as an off-white solid (0.22 g, crude). ESI/MS 502 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383642B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-23f34165d791452689ed16be686e9305 |
| Source note | uspto-grants-2013_02 |