HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-Chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester → 4-Chloro-N-(4-cyano-piperidin-4-yl)-benzamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-Chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester | HCID 67402323 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-Chloro-N-(4-cyano-piperidin-4-yl)-benzamide hydrochloride | HCID 67402081 | — |
Reaction Steps
A solution of 4-(4-chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (0.23 g, 0.63 mmol) in 4 M HCl in dioxane (30 mL) was stirred at rt for 2 h. The solvent was removed under reduced pressure and the crude product used in the consecutive step without further purification assuming quantitative deprotection and formation of the hydrochloride salt. Note: The product is contaminated with some primary amide (partial hydrolysis of the nitrile). MS (ISP): 264.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026365B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-679e30291c4047d0a5d21c0d70b76cb1 |
| Source note | uspto-grants-2011_09 |