HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 22242781, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 22242974 | HCID 22242974 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22242781 | HCID 22242781 | 100.5% |
Reaction Steps
To a solution of 4-t-butyidimethylsilyloxy-1-(4-carbamoyl-1,3-thiazol-2-yl)piperidine (1.226 g, 3.59 mmol) (obtained as described in Reference Example 15(1)) in anhydrous tetrahydrofuran (30 ml) were added acetic acid (1.85 ml) and a solution of 1.0M tetra-n-butylammonium fluoride in tetrahydrofuran (32.3 ml, 32.3 mmol) in an ice bath, and the mixture was stirred for 24 hours. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column to afford 1-(4-carbamoyl-1,3-thiazol-2-yl)-4-hydroxypiperidine (0.82 g, yield 100%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07001897B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-785f00596fde43f0b909a142954f815a |
| Source note | uspto-grants-2006_02 |