HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → 4-[2-[5-Methoxy-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 | 5-Methoxy-3-methylbenzo[d]isoxazole | HCID 18377499 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[2-[5-Methoxy-1,2-benzisoxazol-3-yl]ethyl]-1-piperidinecarboxylic acid, 1-(1,1-dimethylethyl) ester | HCID 10089930 | 87.8% |
Reaction Steps
The procedure described in Example 1d was followed using 5-methoxy-3-methyl-1,2-benzisoxazole (0.32 g, 1.96 mmol), 4-iodomethyl-1-piperidinecarboxylic acid, 1-(1,1-dimethylethyl) ester (0.70 g, 2.15 mmol), and 1M LDA (2.0 mL, 2.0 mmol) in dry THF (2 mL). After purification, the title compound (0.62 g, 87%) 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-ace96b183e5f44928e321b7b064c3ee8 |
| Source note | uspto-grants-2001_12 |