HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine-1-carboxamidine → HCID 178451770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine-1-carboxamidine | HCID 205051 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | tert-Butyl 4-(3-ethoxy-3-oxopropanoyl)piperidine-1-carboxylate | HCID 6618868 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178451770 | HCID 178451770 | 44.1% |
Reaction Steps
Sodium (1 mol) was dissolved in anhydrous ethanol (400 mL). To the obtained solution, Piperidine-1-carboxamidine (0.5 mol) was carefully added in portions. Then 4-(2-ethoxycarbonyl-acetyl)-piperidine-1-carboxylic acid tert-butyl ester (0.5 mol) was added dropwise, and the mixture was stirred at reflux for 4-6 h (monitored by TLC), cooled to room temperature, concentrated, diluted with water (300 mL) and acidified with acetic acid to pH-4. The formed precipitate was collected by filtration, washed with water and dried to afford 4-(6-hydroxy-2-piperidin-1-yl-pyrimidin-4-yl)-piperidine-1-carboxylic acid tertbutyl ester (80 g, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349833B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-3f11824a91164075858b1b1b9291f269 |
| Source note | uspto-grants-2013_01 |