HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → methyl 6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid hydrochloride | HCID 68562899 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Product | methyl 6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate | HCID 14639626 | — |
Reaction Steps
A solution 6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid hydrochloride (Example 88; 0.640 g, 3.21 mmol) and concentrated sulphuric acid (3 drops) in methanol (100 ml) is heated to reflux for 3 hours. The solvent is evaporated, the residue is treated with saturated aqueous NaHCO3 and extracted with EtOAc. The combined organic phases are washed with brine, dried (MgSO4) and evaporated to afford 6,7-dihydro-5H-[1]pyrindine-6-carboxylic acid methyl ester, MH+178.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745462B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-2c0cd0bc50d447c498c33c72bc4f4d4d |
| Source note | uspto-grants-2010_06 |