HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarboxylic acid → HCID 67441178, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarboxylic acid | HCID 7413 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate | HCID 67441380 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67441178 | HCID 67441178 | 53% |
Reaction Steps
To a solution of methyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxy late (50 mg, 0.16 mmol), cyclohexanecarboxylic acid (0.03 mL, 0.24 mmol) and N,N-diisopropylethylamine (0.05 mL, 0.32 mmol,) in dichloromethane (5 mL) was added phosphorus oxychloride (0.02 mL, 0.24 mmol) via syringe below 0 C. The mixture was stirred at room temperature for 16 h under nitrogen. The solvent was removed and the residue was washed with dichloromethane/petroleum ether, the precipitate was collected to afford methyl 2-(4-(cyclohexane carboxamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate as a yellow solid, 42 mg, yield: 53%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586747B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-52269d48c5c94337a678fb4792ad6d8b |
| Source note | uspto-grants-2013_11 |