HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-2,4'-Dimethyl-N-(1-(2-methylpyrimidin-5-yl)ethyl)-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (R)-1-(2-Methyl-5-pyrimidinyl)ethanamine | HCID 55281681 | — |
| Reactant | 2,4'-Dimethyl-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxylic acid | HCID 58188083 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-2,4'-Dimethyl-N-(1-(2-methylpyrimidin-5-yl)ethyl)-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxamide | HCID 58188247 | — |
Reaction Steps
A reaction vial was charged with 2,4′-dimethyl-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxylic acid (40 mg, 0.11 mmol), (R)-1-(2-methylpyrimidin-5-yl)ethanamine (20 mg, 0.14 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (106 mg, 0.28 mmol), N,N-diisopropylethylamine (39 μL, 0.22 mmol) and N,N-dimethylformamide (1.33 mL), and the reaction mixture was stirred at room temperature overnight. The reaction mixture was purified by preparative HPLC to afford the compound as a light brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-5707546059a84bf5a6f812d9ac6c7707 |
| Source note | uspto-grants-2015_02 |