Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | [1,1'-Biphenyl]-2-carbonyl chloride | HCID 12563768 | — |
| Reactant | HCID 17848759 | HCID 17848759 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21108198 | HCID 21108198 | — |
Reaction Steps
Biphenylcarbonyl chloride (327 mg, 1.51 mmol) was added to a solution of N,N-dimethyl-3-(1,2,3,4-tetrahydro-6-quinolinyl)-1-propanamine dihydrochloride (400 mg, 1.37 mmol) obtained in Reference Example 4 and triethylamine (669 ml, 4.81 mmol) in dimethylformamide under cooling with ice-bath, and the mixture was stirred at room temperature for 3 days. Ethyl acetate was added to the reaction solution which was then washed with an aqueous saturated sodium bicarbonate solution and a saturated saline solution and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The resultant residues were purified by alumina column chromatography (developing solvent; hexane:ethyl acetate=3:1) and crystallized from hexane, whereby the title compound (113 mg) was obtained as colorless powder with a mp. of 100 to 101° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07229986B2 |
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| Source dataset | uspto-grants-2007_06 |
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| ORD ID | ord-0c51551612fd4b8a91e4c8d8c8674120 |
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| Source note | uspto-grants-2007_06 |
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