HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | (S)-5-(2-cyclopentyl-6-methoxypyridin-4-yl)-3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazole | HCID 86702019 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | (S)-1-amino-3-(4-(5-(2-cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)propan-2-ol | HCID 70558998 | — |
Reaction Steps
A solution of (S)-5-(2-cyclopentyl-6-methoxypyridin-4-yl)-3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazole (350 mg, 0.804 mmol) in 7 N NH3 in methanol (15 mL) is stirred at 45° C. for 18 h. The solvent is evaporated and the crude product is purified by CC on silica gel eluting with DCM:7 N NH3 in methanol 94:6 to give (S)-1-amino-3-(4-(5-(2-cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)propan-2-ol (256 mg) as a pale yellow solid; LC-MS: tR=0.83 min, [M+H]+=453.22.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133179B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-dfaeffc775c044c88fbe29b450c73850 |
| Source note | uspto-grants-2015_09 |