HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (2S)-1-amino-3-{4-[3-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-2-ethyl-6-methyl-phenoxy}-propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-cyclopentyl-4-[5-((S)-3-ethyl-5-methyl-4-oxiranylmethoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methoxy-pyridine | HCID 86664632 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S)-1-amino-3-{4-[3-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-2-ethyl-6-methyl-phenoxy}-propan-2-ol | HCID 67491454 | — |
Reaction Steps
A solution of 2-cyclopentyl-4-[5-((S)-3-ethyl-5-methyl-4-oxiranylmethoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methoxy-pyridine (96 mg, 220 μmol) in 7 N NH3 in methanol (5 mL) is stirred at 65° C. for 24 h. The mixture is evaporated and dried to give crude (2S)-1-amino-3-{4-[3-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-2-ethyl-6-methyl-phenoxy}-propan-2-ol (101 mg) as a pale yellow oil; LC-MS**: tR=0.72 min, [M+H]+=453.27.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658675B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-7244fc32b839433885170055cb80c5f5 |
| Source note | uspto-grants-2014_02 |