HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → ((S)-1-piperidin-4-yl-pyrrolidin-2-yl)-methanol dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 57441133 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | ((S)-1-piperidin-4-yl-pyrrolidin-2-yl)-methanol dihydrochloride | HCID 66901571 | 82% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A solution of 3.00 g (10.5 mmol) of 4-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (intermediate 3A) in 70 ml of EtOH was treated at RT with 5.27 ml (21.1 mmol) of hydrochloric acid in 1,4-dioxane (4 molar) and the mixture was heated up to 100° C. After two hours, the solvents were evaporated and the residue was re-crystallized from MeOH/MeCN and Et2O to give 2.21 g (82%) of the title compound as colorless solid. MS: 185.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153805B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-f0d9b5ea65b542568c0bd3f50635657f |
| Source note | uspto-grants-2012_04 |