HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen chloride-ethyl acetate → N-[(1S)-1-methyl-2-({1-[6-(2-methylpropoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | tert-butyl [(1S)-1-methyl-2-({1-[6-(2-methylpropoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)ethyl]carbamate | HCID 86658705 | — |
| Product | N-[(1S)-1-methyl-2-({1-[6-(2-methylpropoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)ethyl]acetamide | HCID 58483982 | — |
Reaction Steps
To tert-butyl [(1S)-1-methyl-2-({1-[6-(2-methylpropoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)ethyl]carbamate (97 mg) was added 4 M hydrogen chloride/ethyl acetate (5 mL), and the mixture was stirred at room temperature for 15 min and concentrated. To the residue were added pyridine (5 mL) and acetic anhydride (5 mL), and the mixture was stirred at room temperature for 15 min. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (ethyl acetate/methanol), and recrystallized from ethyl acetate/hexane to give the title compound (52 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703758B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-dc5c39e8fb214a42bec87f3a776de222 |
| Source note | uspto-grants-2014_04 |