HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2,4'-Dimethyl-N-((2-methylpyrimidin-5-yl)methyl)-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 | (2-Methylpyrimidin-5-yl)methanamine | HCID 21294601 | — |
| Reactant | 2,4'-Dimethyl-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxylic acid | HCID 58188083 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,4'-Dimethyl-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxamide | HCID 44222989 | — |
Reaction Steps
A reaction vial was charged with 2,4′-dimethyl-5-(pyrrolidin-1-ylsulfonyl)biphenyl-3-carboxylic acid (40 mg, 0.11 mmol), (2-methylpyrimidin-5-yl)methanamine (18 mg, 0.15 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 white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-3af77e4da73a45c48b219256b24b4b6a |
| Source note | uspto-grants-2015_02 |