HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 4-[5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine-3-yl]-cyclohex-3-enecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Methyl 4-oxocyclohexanecarboxylate | HCID 226643 | — |
| Reactant | 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine | HCID 11673246 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-[5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine-3-yl]-cyclohex-3-enecarboxylic acid | HCID 67152589 | 40.1% |
Reaction Steps
A solution of 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine (200 mg, 0.8 mmol) in MeOH (5 mL) is added to a stirring solution of 4-oxo-cyclohexanecarboxylic acid methyl ester (204 mg, 1.2 mmol) and KOH (163 mg, 2.9 mmol) in MeOH (10 mL) at room temperature. The mixture is heated at reflux for 24 hours. The solvent is removed to dryness in vacuo. The residue is mixed with water and adjusted pH to 7. The mixture is extracted with CH2Cl2 (2×10 mL). The organic layer is washed with brine, dried, and evaporated under reduce pressure to give 120 mg of crude product. The crude product is used for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906528B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-8b2fe47687784ce989b4de6b4be6b57d |
| Source note | uspto-grants-2011_03 |