HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 60077596, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methoxyacetic Acid | HCID 12251 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | tert-butyl(3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoate | HCID 16747946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 60077596 | HCID 60077596 | 95.3% |
Reaction Steps
A solution of tert-butyl (3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoate (preparation 18) (206 mg, 0.57 mmol) and methoxyacetic acid (48 μl, 0.63 mmol) in DCM (5 ml) was treated with a solution of WSCDI (120 mg, 0.63 mmol), HOBt (85 mg, 0.63 mmol) and NMM (69 μl, 0.63 mmol) in DCM (10 ml) and stirred at room temperature for 18 hours. The reaction mixture was washed with sat. NaHCO3 solution followed by brine, dried over MgSO4 and filtered. The solvent was removed under reduced pressure. The residue was purified on a silica column eluting with Et2O to afford the title compound as a colourless oil (230 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06716861B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-d800384a019942f39900fb8385189f27 |
| Source note | uspto-grants-2004_04 |