HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59004598, compound → HCID 59004626, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59004598 | HCID 59004598 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59004626 | HCID 59004626 | 79.1% |
Reaction Steps
A solution of compound 75 (200 mg, 0.79 mmol) in methanol (10 mL) was added to Raney Nickel (slurry in H2O, 50 mg) in a round bottom flask. The suspension was heated at reflux for 10 minutes then filtered through a pad of celite. The celite pad washed with methanol (20 mL). The filtrate was concentrated and the residue was subjected to silica gel chromatography (CH2Cl2 to MeOH:CH2Cl2, 1:9) to give compound 76 (140 mg, 79.1%) as an off-white solid. 1H NMR (DMSO-d6) δ 8.01 (d, J=2.7 Hz, 1H), 7.51 (dd, J=2.9, 6.1 Hz, 1H), 7.27 (d, J=3.0 Hz, 1H), 7.04 (d, J=8.6 Hz, 1H), 6.73 (d, J=2.1 Hz, 1H), 6.59 (s, 1H), 6.56 (s, 1H), 6.55 (dd, J=2.1, 6.8 Hz, 1H), 6.33 (d, J=3.0 Hz, 1H), 6.10 (brs, 2H), 4.61 (brs, 2H); ESI-MS (m/z, %): 225 (M+1, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989447B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-0b41ff3aa98046d0968696b06246b62a |
| Source note | uspto-grants-2011_08 |