HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 69700784, compound → HCID 69700361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 69700784 | HCID 69700784 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Cyclohexene ethanol | HCID 18676862 | — |
| Product | HCID 69700361 | HCID 69700361 | 104.2% |
Reaction Steps
cis-4-Benzyloxycarbonylamino-2-methyl-2,3,4,6,7,8-hexahydro-cyclopenta[g]quinoline-1-carboxylic acid ethyl ester (Example 1C) (500 mg), 10% palladium on carbon (150 mg), and a mixture of ethanol-cyclohexene (1:1, 50 mL) was heated at reflux for 2 h. The reaction mixture was cooled to room temperature, filtered through Celite®, and concentrated in vacuo. Purification by silica gel chromatography using 5% methanol/ethyl acetate afforded the title product (350 mg). MS m/z 258 (M+ -16); 1H NMR (CDCl3) δ 1.1 (d, 3H), 1.3 (t, 3H), 2.1 (m, 2H), 2.4 (m, 1H), 4.2 (m, 2H), 4.5 (m, 1H), 3.8 (dd, 1H), 7.2 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06140343 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-ac9fb30aa5804647a09a3021c1e19d7c |
| Source note | uspto-grants-2000_10 |