HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-2'-cyano-5-(5-methylpyridin-2-yl)-N-(1-morpholinopropan-2-yl)-5'-(trifluoromethyl)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'-Cyano-5-(5-methylpyridin-2-yl)-5'-(trifluoromethyl)biphenyl-3-carboxylic acid | HCID 58449357 | — |
| Reactant | (R)-1-Morpholinopropan-2-amine hydrochloride | HCID 67310127 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-2'-cyano-5-(5-methylpyridin-2-yl)-N-(1-morpholinopropan-2-yl)-5'-(trifluoromethyl)biphenyl-3-carboxamide | HCID 45138403 | — |
Reaction Steps
A round bottom flask was charged with 2′-cyano-5-(5-methylpyridin-2-yl)-5′-(trifluoromethyl)biphenyl-3-carboxylic acid (30 mg, 0.078 mmol), (R)-1-morpholinopropan-2-amine hydrochloride (33 mg, 0.18 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (145 mg, 0.38 mmol), N,N-diisopropylethylamine (106 μL, 0.61 mmol), N,N-dimethylformamide (0.5 mL) and the reaction was stirred overnight at room temperature. The mixture was purified by HPLC to afford the title compound as a light orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133122B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a1860328373b4d32a2b725e91e59f635 |
| Source note | uspto-grants-2015_09 |