HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68770052, compound → 4-{[trans-5-Amino-4-(2,4-dichlorophenyl)-2-phenylcyclohex-1-en-1-yl]methoxy}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68770052 | HCID 68770052 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Acetic acid methanol | HCID 10129899 | — |
| Product | 4-{[trans-5-Amino-4-(2,4-dichlorophenyl)-2-phenylcyclohex-1-en-1-yl]methoxy}benzonitrile | HCID 68771237 | 76% |
Reaction Steps
To a solution of Example 7E (42 mg, 0.088 mmol) in a mixture of methanol/acetic acid (0.75 mL/0.75 mL), Zn powder (57 mg, 0.88 mmol) was added at room temperature. The reaction mixture was stirred for thirty minutes, filtered, concentrated under reduced pressure and purified by high-pressure liquid chromatography (eluting with 0-70% acetonitrile/water and 0.1% trifluoroacetic acid to provide the title compound (30 mg, 76%)). 1H NMR (400 MHz, CDCl3) δ ppm 7.44-7.53 (m, 2H), 7.24-7.39 (m, 4H), 7.12-7.23 (m, 4H), 6.68-6.82 (m, 2H), 4.40-4.51 (m, 1H), 4.27-4.40 (m, 1H), 2.68-2.88 (m, 2H), 2.45-2.64 (m, 2H). MS (ESI) m/z 449 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834012B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-c91c7249db5d4f8ca706c1b42a8a9983 |
| Source note | uspto-grants-2010_11 |