HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-N-(1-(5-Chloro-1-methyl-1H-pyrazol-4-yl)ethyl)-4'-methyl-5-(pyrrolidine-1-carbonyl)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 | 4'-Methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylic acid | HCID 58187975 | — |
| Reactant | (R)-1-(5-chloro-1-methyl-1H-pyrazol-4-yl)ethanamine hydrochloride | HCID 67053768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-N-(1-(5-Chloro-1-methyl-1H-pyrazol-4-yl)ethyl)-4'-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxamide | HCID 58188192 | — |
Reaction Steps
A 20 mL vial was charged with 4′-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylic acid (30 mg, 0.097 mmol), (R)-1-(5-chloro-1-methyl-1H-pyrazol-4-yl)ethanamine hydrochloride (24 mg, 0.12 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (92 mg, 0.24 mmol), N,N-diisopropylethylamine (0.068 mL, 0.39 mmol), and N,N-dimethylformamide (1.0 mL) and the reaction mixture was stirred at room temperature overnight. The reaction mixture was purified by preparative HPLC to get the product as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-579e9de99dac489aaf7496bd96003e9d |
| Source note | uspto-grants-2015_02 |