HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-1-(6-Amino-pyridin-3-ylmethyl)-pyrrolidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | [5-((R)-3-hydroxy-pyrrolidin-1-ylmethyl)-pyridin-2-yl]carbamic acid tert-butyl ester | HCID 66914597 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-1-(6-Amino-pyridin-3-ylmethyl)-pyrrolidin-3-ol | HCID 66914544 | 89.8% |
Reaction Steps
A mixture of [5-((R)-3-hydroxy-pyrrolidin-1-ylmethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (Step 100.2) (210 mg, 0.72 mmol), a 4 N solution of HCl in dioxane (2 mL), and MeOH (2 mL) was stirred for 16 h at rt and concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 89:10:1) to afford 125 mg of the title compound as a yellow oil. Title compound: ESI-MS: 194.1 [M+H]+; TLC: Rf=0.05 (DCM/MeOH, 9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815901B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-33991817e87b4074abb66430d3ca1c7c |
| Source note | uspto-grants-2014_08 |