HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 20058356, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Quinuclidine, 3-amino-, dihydrochloride | HCID 197853 | — |
| Reactant | 2-(1-Methyl-1H-indol-2-yl)acetic acid | HCID 825960 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 20058356 | HCID 20058356 | 99.7% |
Reaction Steps
To a solution of 1-methyl-1H-indole-2-acetic acid (830 mg) in THF (20 ml) was added 1,1'-carbonyldiimidazole (782 mg), and the mixture was stirred for 1 h. 3-Aminoquinuclidine dihydrochloride (960 mg) was then added, followed by triethylamine (2.34 g), and the mixture was stirred overnight at room temperature. The mixture was then poured into brine (200 ml) and extracted with ethyl acetate (2x200 ml). The combined, dried organic extracts were evaporated in vacuo to give a solid which was purified by FCC eluting with System A (50:8:1) to give the title compound (1.30 g), m.p. 185-187°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013733 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-1b8e2d40bada4c95948a914b9d41443b |
| Source note | uspto-grants-1991_05 |