HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → N-{4-Chloro-3-[5-chloro-1-methyl-6-(4-phenyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-1-trifluoromethyl-cyclopropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 5-Chloro-2-methylamino-4-(4-phenyl-piperidin-1-yl)aniline | HCID 67958048 | — |
| Reactant | N-(4-Chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide | HCID 86646336 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{4-Chloro-3-[5-chloro-1-methyl-6-(4-phenyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-1-trifluoromethyl-cyclopropanamide | HCID 67975182 | — |
Reaction Steps
A mixture of N-(4-chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamide (200 mg; 0.60 mmol) and 5-chloro-2-methylamino-4-(4-phenyl-piperidin-1-yl)aniline (190 mg; 0.60 mmol) in DMF (4 mL) was stirred overnight at rt. DIC (76 mg; 0.60 mmol) was added and the mixture was heated at 90° C. for 1.5 h. The mixture was poured in water, extracted with EtOAc and the combined organic layer was dried over Na2SO4, filtered and concentrated and the residue was purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466186B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-59e229fb442d43f1a875e770db7f0a24 |
| Source note | uspto-grants-2013_06 |