HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dimethylaniline → HCID 71134799, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dimethylaniline | HCID 7250 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 86675059 | HCID 86675059 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71134799 | HCID 71134799 | — |
Reaction Steps
Mono-tert-butyl 3-[5-cyclopropyl-1-(3-isobutylcyclobutyl)-1H-[1,2,3]triazol-4-yl]glutarate (106 mg), 2,4-dimethylphenylamine (0.0356 mL) and DMF (1 mL) were mixed. To the mixture were added HOBt.H2O (48.2 mg) and WSC.HCl (60.3 mg) at ice temperature. After stirring at RT overnight, saturated aqueous sodium bicarbonate was added to the reaction mixture at ice temperature. The mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, then dried over sodium sulfate. The sodium sulfate was filtered off and the filtrate was concentrated in vacuo. The resultant residue was purified by preparative chromatography (Eluent: ethyl acetate/hexane=1/2) to give the title compound (105 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604069B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-01701c4430924f18ba80cf175440e79a |
| Source note | uspto-grants-2013_12 |