HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-[(6-Chloro-pyridine-3-carbonyl)-amino]-4-cyano-piperidine-1-carboxylic acid tert-butyl ester → 6-Chloro-N-(4-cyano-piperidin-4-yl)-nicotinamide dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[(6-Chloro-pyridine-3-carbonyl)-amino]-4-cyano-piperidine-1-carboxylic acid tert-butyl ester | HCID 86625016 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Chloro-N-(4-cyano-piperidin-4-yl)-nicotinamide dihydrochloride | HCID 86625017 | — |
Reaction Steps
A solution of 4-[(6-chloro-pyridine-3-carbonyl)-amino]-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (0.30 g, 0.82 mmol) in 4 M HCl in dioxane (4 mL) was stirred at rt for 1 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 dihydrochloride salt. Note: The product is contaminated with some primary amide (partial hydrolysis of the nitrile). MS (ISP): 265.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026365B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b8bb5e4dba2b4d47a60a0b9ca4d80206 |
| Source note | uspto-grants-2011_09 |