HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 136596916, compound → HCID 136387542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 136596916 | HCID 136596916 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136387542 | HCID 136387542 | 73,302.5% |
Reaction Steps
A mixture of Example 78b (80 mg, 0.20 mmol) and 10% palladium on carbon (42.7 mg, 0.040 mmol) in ethyl acetate (20 mL) was treated with a balloon of hydrogen gas. The reaction mixture was stirred at ambient temperature for 16 hours. The solid was removed by filtration, and the filtrate was concentrated. The residue was purified by flash chromatography (silica gel, 2-6% methanol in dichloromethane) to afford the title compound (54 g, 73%). 1 H NMR (300 MHz, DMSO-d6) δ 12.35 (s, 1 H) 11.34 (s, 1 H) 8.00 (s, 1 H) 7.20-7.37 (m, 1 H) 6.85-6.97 (m, 1 H) 6.71-6.83 (m, 3 H) 6.59 (dd, J=8.73, 2.78 Hz, 1 H) 5.18 (s, 2 H) 2.56 (s, 3 H). MS (ESI+) m/z 369 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09050346B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-17324ac97df946139f89b46177ca6321 |
| Source note | uspto-grants-2015_06 |