HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 24800949, compound → HCID 24801299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 24800949 | HCID 24800949 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24801299 | HCID 24801299 | — |
Reaction Steps
To a solution of 0.117 g (0.291 mmol) 4-[2-(3,4,5-trimethoxy-phenylamino)-benzooxazol-7-yl]-benzonitrile (example 19) in 5 ml MeOH (MeOH contains 5% NH3), 5 ml THF and 30 mg Ra—Ni (B113W EtOH, Degussa) are added. Then this mixture is hydrogenated under normal pressure for 20 h at room temperature. The reaction mixture is filtered (2 glass fiber filters used) and the filtrate is concentrated in vacuo. The residue is purified by crystallization from dichloromethane/diethyl ether to afford the title compound as a light grey solid. Rt=1.85 min (Waters Symmetry C8, 2.1×50 mm, detection 210-250 nM, 5% to 100% CH3CN in H2O in 2 min+0.05% TFA, flow rate 1.0 ml/min); MS: 406 (M+1)+; m.p. 208-211° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629168B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-178ef5c9110e4cb5a3456be593b520e3 |
| Source note | uspto-grants-2014_01 |