HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → tert-Butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-Butyl 5-(benzyloxy)-2-{(1-[4'-({[tert-butyl(dimethyl)silyl]oxy}methyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate | HCID 68193315 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-Butyl 5-(benzyloxy)-2-{(1-[4'-(hydroxymethyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate | HCID 68193244 | 100% |
Reaction Steps
tert-Butyl 5-(benzyloxy)-2-{(1-[4′-({[tert-butyl(dimethyl)silyl]oxy}methyl)biphenyl-4-yl]piperidin-4-yl}methyl)-6-methylpyrimidine-4-carboxylate (0.98 g, 1.4 mmol) was dissolved in 1,4-dioxane (10 mL), and a solution of hydrogen chloride in dioxane (4 M, 1.0 mL, 4 mmol) was added, followed by stirring at room temperature for 1.5 hours. A saturated sodium hydrogencarbonate solution was added to the reaction solution for neutralization, followed by extraction with ethyl acetate, and subsequently the organic layer was concentrated under reduced pressure to afford the title compound (0.81 g, 1.4 mmol) as a yellow oil (yield 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785462B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d9c32070289e4683ad37308659597031 |
| Source note | uspto-grants-2014_07 |