HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Sodium Tartrate → N-((2-chloro-1-mesityl-6-(trifluoromethyl)-1H-imidazo[1,2-a]imidazol-5-yl)methyl)-N-(cyclopropylmethyl)propan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Sodium Tartrate | HCID 9357 | — |
| Reactant | Red-Al | HCID 16684438 | — |
| Reactant | 2-chloro-N-(cyclopropylmethyl)-1-mesityl-N-propyl-6-(trifluoromethyl)-1H-imidazo[1,2-a]imidazole-5-carboxamide | HCID 20780009 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-((2-chloro-1-mesityl-6-(trifluoromethyl)-1H-imidazo[1,2-a]imidazol-5-yl)methyl)-N-(cyclopropylmethyl)propan-1-amine | HCID 20780255 | — |
Reaction Steps
A solution of 6-chloro-2-trifluoromethyl-7-(2,4,6-trimethyl-phenyl)-7H-imidazo[1,2-a]imidazole-3-carboxylic acid cyclopropylmethyl-propyl-amide (27.2 mg, 0.058 mmol) in toluene (3 mL) was added a 65% solution of Red-Al in toluene (0.10 mL, 0.320 mmol). The reaction mixture was stirred at room temperature for 14 h. A solution of Rochelle's salt (2.0 mL) was added carefully at 0° C. and the mixture was vigorously stirred for 30 min. The crude product was extracted with ethyl acetate. The combined organic extracts were dried with Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by a reverse-phase preparative HPLC. Yield—12.8 mg (39%). LC/MS: tR=1.77 min., MS: [M+H]=453.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244746B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-7413df0788444648b15f64351289eb98 |
| Source note | uspto-grants-2007_07 |