Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | 2-Chloro-4,6-dimethoxy-1,3,5-triazine | HCID 18450 | — |
| Edukt | 3-(Diethylamino)pyrrolidine | HCID 19961995 | — |
| Edukt | 2-(3-Hexyl-phenyl)-5-iodo-3-methyl-3H-imidazole-4-carboxylic acid | HCID 67133239 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 57541119 | HCID 57541119 | 73% |
Reaktionsschritte
A solution of 0.41 g (1.0 mmol) of 2-(3-hexyl-phenyl)-5-iodo-3-methyl-3H-imidazol-4-carboxylic acid (intermediate 1) in 10 ml of MeCN was treated with 0.192 g (1.1 mmol) of 2-chloro-4,6-dimethoxy-[1,3,5]triazine and cooled down to 0° C. 0.33 ml=0.30 g (3.0 mmol) of N-methylmorpholine was added and stirring continued at 0° C. for another 2 hours. Then, a solution of 0.159 g (1.1 mmol) of (rac)-diethyl-pyrrolidin-3-yl-amine in 5 ml of MeCN was added and the reaction mixture was allowed the reach RT. After stirring at RT for 18 hours, it was poured into crashed ice and extracted twice with EtOAc; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 4:1) to give 0.39 g (73%) of the title compound as light brown oil. MS: 537.3 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07935707B2 |
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| Quelldatensatz | uspto-grants-2011_05 |
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| ORD ID | ord-acf2627b64804c768efe36e784304fb2 |
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| Quellennotiz | uspto-grants-2011_05 |
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