HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethy}-benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(2-methoxyethyl)-3-piperidin-4-yl-1H-indole | HCID 11737020 | — |
| Reactant | 5-Bromomethyl-2-methoxybenzoic acid ethyl ester | HCID 68893946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethy}-benzoic acid ethyl ester | HCID 68970465 | 87.9% |
Reaction Steps
Over a solution of 6.5 g (0.025 mol) of 1-(2-methoxyethyl)-3-piperidin-4-yl-1H-indole in 90 ml of dichloromethane and 3.9 ml (0.026 mol) of triethylamine, a solution of 7.2 g (0.026 mol) of 5-bromomethyl-2-methoxy-benzoic acid ethyl ester in 15 ml of dichloromethane was added. The crude mixture was stirred at room temperature for 24 hours. After standard work-up and purification by chromatography over silica gel, 9.9 g (70% of yield) of 2-methoxy-5-{4-[1-(2-methoxyethyl)-1H-indol-3-yl]piperidin-1-ylmethy}-benzoic acid ethyl ester were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560471B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-ba98b9a34d0b46e9bb9b77d83bdda0fe |
| Source note | uspto-grants-2009_07 |