HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-((2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-6-phenoxynicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Phenoxynicotinic Acid | HCID 2776497 | — |
| 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 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-((2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-6-phenoxynicotinamide | HCID 66632184 | — |
Reaction Steps
To a mixture of (2′-methyl-[2,4′-bipyridin]-5-yl)methanamine 18-2 (20 mg, 0.10 mmol), 6-phenoxynicotinic acid 56-1 (21.5 mg, 0.10 mmol), and HATU (40 mg, 0.105 mmol) were added N,N-diisopropylethylamine (DIEA, 26 μL, 0.15 mmol) and DMF (0.5 mL). The solution was stirred overnight at room temperature and was subjected to reverse phase preparative HPLC separation to yield N-((2′-methyl-[2,4′-bipyridin]-5-yl)methyl)-6-phenoxynicotinamide 94 as a solid. MS m/z 397.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181235B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-29163bc76b2f4a80a071d1799faaa14d |
| Source note | uspto-grants-2015_11 |