HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → HCID 69745281, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 86585802 | HCID 86585802 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69745281 | HCID 69745281 | 61.9% |
Reaction Steps
To a stirred slurry of [2-(tert-butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethyl]-[2-(4-nitro-phenoxy)-ethyl]-carbamic acid tert-butyl ester (530 mg) and 10% palladium-on-carbon (530 mg) in MeOH (20 mL) was added ammonium formate (1.2 g). After 1.5 h, the reaction mixture was filtered through Celite® washing with methanol and concentrated in vacuo. The residue was suspended in half-saturated aqueous sodium bicarbonate, washed with ethyl acetate (3×), the combined organic phases were dried (Na2SO4) and concentrated in vacuo. The resulting oil was chromatographed on a Biotage® F40S column (40% ethyl acetate/hexanes) to afford 290 mg of the title compound (I-3d) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939867B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-816a38549f0642f7aa4405569bd1bd38 |
| Source note | uspto-grants-2005_09 |