HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58495512, compound → HCID 28755594, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58495512 | HCID 58495512 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran 2-propanol | HCID 22597222 | — |
| Product | HCID 28755594 | HCID 28755594 | 74.4% |
Reaction Steps
Add a solution of 4-(N-methyl-2,2-dimethyl-propionylamino)-benzonitrile (55 mg, 0.25 mmol) in THF/iso-propanol (1:1, 8 mL) to 10% Pd/C (Degussa type E101, 31 mg, 0.15 mmol) under nitrogen. Purge the reaction mixture with nitrogen and then submit to hydrogenation at 50 psi for 1 h. Filter the catalyst through Celite® and wash thoroughly with THF (100 mL) and iso-propanol (100 mL). Concentrate in vacuo and purify the crude mixture by chromatography on silica gel eluting with DCM/2M ammonia in methanol (1:0 to 9:1 gradient over 30 min and 9:1 over 3 min; 35 mL/min) to obtain the title compound as a colorless oil (41 mg, 73%). MS (ES+) m/z: 221.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680091B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-cf939e7899b64080a814162880ad168d |
| Source note | uspto-grants-2014_03 |