Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(1-Pyrrolidinyl)piperidine | HCID 78703 | — |
| Reactant | HCID 22721140 | HCID 22721140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22721036 | HCID 22721036 | 72.5% |
Reaction Steps
4,5-Bis-(4-chloro-phenyl)-2-(2-isopropoxy-phenyl)-4,5-dihydro-imidazole-1-carbonyl chloride (200 mg, 0.41 mmol) was added a solution of triethylamine (0.23 mL, 1.64 mmol) and 4-(1-pyrrolidinyl)-piperidine (0.11 g, 0.70 mmol) in methylene chloride (8 mL) at 0° C. over 15 min. After 30 min, the reaction was worked up with water. The mixture was extracted with methylene chloride and washed with water and brine. The organic extracts were dried over sodium sulfate and evaporated. Chromatography of the residue over silica gel using 1-2% methanol in methylene chloride gave [4,5-bis-(4-chloro-phenyl)-2-(2-isopropoxy-phenyl)-4,5-dihydro-imidazol-1-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (0.18 g, 72%) as an off-white foam. HR-MS (ES, m/z) calculated for C34H39N4O2Cl2[(M+H)+]605.2445, observed 605.2448
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06734302B2 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-96f7128f261445ea854e6b2f2ba53473 |
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| Source note | uspto-grants-2004_05 |
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