HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 4-(4-Phenyl-1,3-thiazol-2-yl)-1-(propan-2-yl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(4-Phenyl-thiazol-2-yl)-piperidine hydrobromide | HCID 68462453 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-(4-Phenyl-1,3-thiazol-2-yl)-1-(propan-2-yl)piperidine | HCID 16061852 | — |
Reaction Steps
A mixture of 24.5 mg (0.1 mmol) 4-(4-phenyl-thiazol-2-yl)-piperidine hydrobromide, excess acetone and excess sodium triacetoxyborohydride in 1 ml THF and 20 μl acetic acid was stirred at room temperature for 16 h. After addition of 0.2 ml water, 0.2 ml methanol and 0.15 ml NEt3 the mixture was purified by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water (0.1% NEt3) to yield after evaporation of the product fractions 12.8 mg (45 %) of the title compound. (m/e): 287.3 (MH+; 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786143B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-32ad9ade040f44338dde7f120d64dc4b |
| Source note | uspto-grants-2010_08 |