HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602143Generated: October 30, 2026
Water → 2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidin-1-yl]benzaldehyde
https://huagongshe.com/reaction/602143
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | 3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidine | HCID 57572149 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidin-1-yl]benzaldehyde | HCID 58992612 | 61.2% |
Reaction Steps
3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidine (59.1 mg, 0.183 mmol) and 2-fluorobenzaldehyde (0.0984 mL, 0.915 mmol) were dissolved in dimethylsulfoxide (2 mL). To this solution, cesium carbonate (119 mg, 0.366 mmol) was added and the mixture was stirred at 130° C. for 3 hours. Subsequently, water was added and the mixture was extracted with ethyl acetate and the extracted washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. Purification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=20:1->5:1) gave 47.8 mg (61%) of the desired compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07902367B2 |
|---|
| Source dataset | uspto-grants-2011_03 |
|---|
| ORD ID | ord-1dc97ea5c79b4b67a21d3623a6c8e23e |
|---|
| Source note | uspto-grants-2011_03 |
|---|