Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | HCID 11668799 | HCID 11668799 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 66915940 | HCID 66915940 | — |
Reaction Steps
To a solution of 50 mg 3-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-5,5-dimethyl-1-quinolin-4-ylmethyl-imidazolidine-2,4-dione in 1 ml 1,2-dichloroethane 0.04 ml ethyl-diisopropyl-amine and 13.7 mg chloroacetylchloride were added at 0° C. After stirring for 1 hour at 0° C. 5.5 mg dimethyl-amine were added and the reaction mixture was stirred for 2 days at room temperature. After removing of the solvent under reduced pressure the residue was purified by preparative HPLC (C18 reverse phase column, elution with a water/acetonitrile gradient with 0.1% trifluoroacetic acid). After lyophilization of the solution the resulting crude product was purified in addition by flash chromatography on silica gel with a dichloro-methane/methanol gradient. The fractions containing the product were evaporated to yield a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07759379B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-3c5f24d4debb45f09d266068b0be9936 |
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| Source note | uspto-grants-2010_07 |
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