HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 4-((4,4,4-trifluoro-1-(4-((2-hydroxy-3,3-dimethylbutyl)carbamoyl)-2-methylphenyl)butyl)amino)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 1-Amino-3,3-dimethylbutan-2-ol | HCID 12497732 | — |
| Reactant | 3-Methyl-4-(4,4,4-trifluoro-1-((4-(methoxycarbonyl)phenyl)amino)butyl)benzoic acid | HCID 117840035 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-((4,4,4-trifluoro-1-(4-((2-hydroxy-3,3-dimethylbutyl)carbamoyl)-2-methylphenyl)butyl)amino)benzoate | HCID 117840033 | — |
Reaction Steps
A mixture of 3-methyl-4-(4,4,4-trifluoro-1-((4-(methoxycarbonyl)phenyl)amino)butyl)benzoic acid (725.6 mg), 1-amino-3,3-dimethylbutan-2-ol (430 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (704 mg), 1-hydroxybenzotriazole monohydrate (562 mg), N,N-diisopropylethylamine (0.962 mL), 4-dimethylaminopyridine (22.42 mg) and DMF (4.5 mL) was stirred at room temperature overnight, and water was added. The mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073864B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f5af09e5e91541398931a604e38536c9 |
| Source note | uspto-grants-2015_07 |