HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → 4-[2-[5,6-Dimethyl-1,2-benzisoxazol-3-yl]ethyl]-1-piperidinecarboxylic acid, 1-(1,1-dimethylethyl) ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | Tert-butyl 4-(iodomethyl)piperidine-1-carboxylate | HCID 10448961 | — |
| Reactant | 3,5,6-Trimethylbenzo[d]isoxazole | HCID 12385475 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[2-[5,6-Dimethyl-1,2-benzisoxazol-3-yl]ethyl]-1-piperidinecarboxylic acid, 1-(1,1-dimethylethyl) ester | HCID 10247840 | 78% |
Reaction Steps
The procedure described in Example 1d was followed using 3,5,6-trimethyl-1,2-benzisoxazole (0.600 g, 3.73 mmol), 4-iodomethyl-1-piperidinecarboxylic acid, 1-(1,1-dimethylethyl) ester (1.30 g, 4.10 mmol), and 1M LDA (4.10 mL, 4.10 mmol) in dry THF (10 mL). After purification, the title compound (1.04 g, 78%) was obtained as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326382B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-ea0ffddbdf42435bb5b6f7ec14c7f3bb |
| Source note | uspto-grants-2001_12 |