HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 1-Amino-3-{4-[5-(5-ethyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 3-(3,5-Dimethyl-4-oxiranylmethoxy-phenyl)-5-(5-ethyl-thiophen-2-yl)-[1,2,4]oxadiazole | HCID 86639349 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Amino-3-{4-[5-(5-ethyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propan-2-ol | HCID 66636979 | — |
Reaction Steps
A solution of 3-(3,5-dimethyl-4-oxiranylmethoxy-phenyl)-5-(5-ethyl-thiophen-2-yl)-[1,2,4]oxadiazole (123 mg, 0.345 mmol) in 7 N NH3 in methanol (10 mL) is stirred at 45° C. for 16 h. The solvent is evaporated and the residue is separated by chromatography on prep. TLC plates with DCM containing 6% of 7 N NH3 in methanol to give 1-amino-3-{4-[5-(5-ethyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propan-2-ol (35 mg) as a white solid; LC-MS: tR=0.84 min, [M+1]+=374.14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133910B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-f1a4c0bab375493c83c8e599ce91c6dd |
| Source note | uspto-grants-2012_03 |