HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Pyrimidin-2-yl-1',2',3',6'-tetrahydro-[2,4']bipyridinyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | 1,1-Dimethylethyl 3',6'-dihydro-5-(2-pyrimidinyl)[2,4'-bipyridine]-1'(2'h)-carboxylate | HCID 58946463 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Pyrimidin-2-yl-1',2',3',6'-tetrahydro-[2,4']bipyridinyl | HCID 58946449 | 116.2% |
Reaction Steps
Added 4M HCl/dioxane (5 ml) to solution of 5-Pyrimidin-2-yl-3′,6′-dihydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (2Q) (110 mg, 0.325 mmol) in MeCl2 (5 ml) at room temperature, then stirred 4 hours. Evaporated solvent. Added MeCl2 (100 ml), H2O (50 ml) and 10% NaOH (3 ml). The organic layer was separated, dried over MgSO4, filtered and solvent evaporated yielding 3Q as a white solid (90 mg, 100%) ESMS (MH, 239) LCMS (MH, 239) Retention time=1.53 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546404B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-539dd85ca07d474ca428259cc9e0c23d |
| Source note | uspto-grants-2013_10 |