Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chloro-N,N-dimethylethylamine | HCID 7901 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 56967367 | HCID 56967367 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71462558 | HCID 71462558 | 10.6% |
Reaction Steps
(E)-3-(3-(4-Adamantan-1-yl-phenoxy)acrylamido)benzoic acid (60 mg, 0.144 mmol) and 2-(dimethylamino)ethylchloride.HCl (31.1 mg, 0.216 mmol) were dissolved in DMF (3 ml), to which K2CO3 (39.8 mg, 0.288 mmol) was added, followed by stirring at 60° C. for 12 hours. The reaction mixture was extracted with ethylacetate and NaHCO3 solution, thereafter the organic layer was washed with NaCl solution and water, dried over anhydrous MgSO4, and concentrated. The residue was purified by Prep-TLC (n-Hexane:EtOAc=10:1) to give the target compound as a white solid (21.5 mg, yield: 10.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940936B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-fe952e73f5bb4e98a03479b85c0ff37c |
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| Source note | uspto-grants-2015_01 |
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