HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | tert-Butyl 4-[4-(methoxycarbonyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]piperidine-1-carboxylate | HCID 68564149 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid | HCID 59006370 | 35.5% |
Reaction Steps
Lithium hydroxide (64 mg, 1.54 mmol) was added to a solution of tert-butyl 4-[4-(methoxycarbonyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]piperidine-1-carboxylate (50 mg, 0.154 mmol) in methanol (10 mL). After 2 h, the reaction was quenched with saturated sodium bicarbonate solution and dichloromethane was added. The mixture was filtered and the filtrate was concentrated. Purification by silica gel chromatography (100% dichloromethane→25% methanol {1% ammonium hydroxide}/dichloromethane) gave the title compound (17 mg). MS 312.2 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632832B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-97e9ba285e704346b706ff5da4abf22a |
| Source note | uspto-grants-2009_12 |