Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Reactant | HCID 69841526 | HCID 69841526 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69839823 | HCID 69839823 | — |
Reaction Steps
A solution of trans-2-(5-fluoro-3-indolylcarbonyl)cyclopropanecarboxylic acid (1.5 g, 6 mmol) and carbonyl diimidazole in tetrahydrofuran was stirred for 0.5 hr. A solution of dimethylamine in tetrahydrofuran (3 ml, 2 M solution, 6 mmol) was added and the solution stirred for 3 hr. The solution was concentrated in vacuo and the residue dissolved in ethyl acetate. The organic solution was washed with 1 N HCl and saturated sodium bicarbonate solution. The solution was dried over sodium sulfate and concentrated in vacuo. The residue was triturated with isopropyl ether to give 1.5 g of trans-2-(5-fluoro-3-indolylcarbonyl)cyclopropanecarboxylic acid dimethylamide, mp 239-241° C. LC/MS mw=274; retention time 1.23 min. Mol wt calc1d for C15H15FN2O2: 274.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06822100B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-03219594fccd4f1298c969426dee5e2e |
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| Source note | uspto-grants-2004_11 |
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