HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(3-Fluorophenyl)-N-((2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-2-oxo-1,2-dihydropyridine-4-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'-Methyl-[2,4'-bipyridin]-5-yl)methanamine | HCID 67208679 | — |
| Reactant | 1-(3-Fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid | HCID 68079853 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(3-Fluorophenyl)-N-((2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-2-oxo-1,2-dihydropyridine-4-carboxamide | HCID 56597658 | — |
Reaction Steps
To a mixture of (2′-methyl-[2,4′-bipyridin]-5-yl)methanamine 18-2 (14 mg, 0.07 mmol), 1-(3-fluorophenyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid 89-3 (16 mg, 0.07 mmol), and HATU (29 mg, 0.076 mmol) were added N,N-diisopropylethylamine (DIEA, 17 μL, 0.098 mmol) and DMF (0.5 mL). The solution was stirred overnight at room temperature and subjected to reverse phase preparative HPLC separation to yield 1-(3-fluorophenyl)-N-((2′-methyl-[2,4′-bipyridin]-5-yl)methyl)-2-oxo-1,2-dihydropyridine-4-carboxamide 89. MS m/z 415.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181235B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-35afd661f9e7438785a457719f52f6d0 |
| Source note | uspto-grants-2015_11 |