Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | m-Toluidine | HCID 7934 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23133277 | HCID 23133277 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23133283 | HCID 23133283 | 100.4% |
Reaction Steps
To a solution of m-tolylamine (21.7 mg, 0.20 mmol) in dry DMF (2 ml) was added K2CO3 (31 mg, 0.22 mmol), NaI (33 mg, 0.22 mmol) and 3-(3-Chloro-propyl)-1,2,2a,3,4,5-hexahydro-3-aza-acenaphthylene (50 mg, 0.21 mmol) and the mixture was stirred overnight at 90° C. The mixture was vacuum concentrated and the residue was dissolved in water (5 mL), extracted with ethyl acetate (3×5 mL) and washed with water. The organic layer was dried and evaporated. The residue was dissolved in ethyl acetate (1 ml) and 2.8 N hydrochloric acid was added. A light brown solid precipitate, which was collected by filtration to give the desired product (40 mg, 66% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07662862B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-b5e27b4576a242c09422bbfbfead0b35 |
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| Source note | uspto-grants-2010_02 |
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