HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(2-Amino-7-ethoxy-6-phenoxy-quinolin-3-yl)-N-(3,3-dimethyl-butyl)-4-(tetrahydro-pyran-4-yl)-butyramide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-Cyano-6-(4-ethoxy-2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid (3,3-dimethyl-butyl)-amide | HCID 67269107 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(2-Amino-7-ethoxy-6-phenoxy-quinolin-3-yl)-N-(3,3-dimethyl-butyl)-4-(tetrahydro-pyran-4-yl)-butyramide hydrochloride | HCID 67269511 | — |
Reaction Steps
To a solution of 5-cyano-6-(4-ethoxy-2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid (3,3-dimethyl-butyl)-amide (160 mg, 0.28 mmol) in methanol was added Zn (0.4 g) and NH4Cl (0.10 g). The resulting mixture was treated under μW at 95° C. for 20 min, filtered through Celite® and concentrated. The resulting crude product was purified by chromatography (silica gel, 0-2% methanol in methylene chloride) to yield a white solid that was converted to the HCl salt of the title compound by reacting with 1M HCl in diethyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868022B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-fa171346fe3446d4b05bd4cecc1c2d29 |
| Source note | uspto-grants-2011_01 |