HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4'-Methyl-5-(methylsulfonyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)biphenyl-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 5-(Aminomethyl)-2-(trifluoromethyl)pyridine | HCID 2737718 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 4'-Methyl-5-(methylsulfonyl)biphenyl-3-carboxylic acid | HCID 58187993 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4'-Methyl-5-(methylsulfonyl)-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)biphenyl-3-carboxamide | HCID 58188295 | — |
Reaction Steps
To a mixture of 4′-methyl-5-(methylsulfonyl)biphenyl-3-carboxylic acid (40 mg, 0.14 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (53 mg, 0.28 mmol), 1-hydroxybenzotriazole hydrate (21 mg, 0.14 mmol), and CH2Cl2 (3 mL) were added C-(6-trifluoromethyl-pyridin-3-yl)-methylamine (36 mg, 0.21 mmol) and N,N-diisopropylethylamine (48 μL, 0.28 mmol). The mixture was stirred at room temperature overnight and then concentrated. The residue was purified by preparative HPLC (100×20.2 mm, C18 column; 40-80% MeCN-water[10 mM Et2NH]) to afford a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-0c235cd67e194ec5aabe8716bd955405 |
| Source note | uspto-grants-2015_02 |