HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamate → tert-Butyl {3-[2-(5-amino-2-morpholin-4-ylphenyl)ethyl]phenyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamate | HCID 57962728 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl {3-[2-(5-amino-2-morpholin-4-ylphenyl)ethyl]phenyl}carbamate | HCID 57961954 | 93.5% |
Reaction Steps
A solution of tert-butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamate (0.33 g, 0.78 mmol) in methanol (20 mL) was degassed with nitrogen, treated with 10% palladium on carbon (wet Degussa type) (0.33 g, 100 wt %), degassed with nitrogen, and shaken under an atmosphere of hydrogen (50 psi) for 48 h. The reaction mixture was filtered over celite and the filtrate concentrated to give the desired product (0.29 g, 92%) which was used without further purification. LCMS for C23H32N3O3 (M+H)+: m/z=398.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ddfc5ad4b4bc476c8bf739e0945c93b6 |
| Source note | uspto-grants-2014_10 |