HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-((2'-fluoro-[2,4'-bipyridin]-5-yl)methyl)-4-(pyrazin-2-yl)benzamide
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-Pyrazin-2-ylbenzoic acid | HCID 11458301 | — |
| Reactant | (2'-Fluoro-2,4'-bipyridin-5-yl)methanamine | HCID 67208618 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-((2'-fluoro-[2,4'-bipyridin]-5-yl)methyl)-4-(pyrazin-2-yl)benzamide | HCID 56598365 | — |
Reaction Steps
To a mixture of (2′-fluoro-[2,4′-bipyridin]-5-yl)methanamine 24-2 (15 mg, 0.074 mmol), 4-(pyrazin-2-yl)benzoic acid 18-3 (18 mg, 0.09 mmol), and HATU (36 mg, 0.095 mmol) were added N,N-diisopropylethylamine (DIEA, 26 μL, 0.15 mmol) and DMF (0.6 mL). The solution was stirred overnight at room temperature and was subjected directly to reverse phase preparative HPLC to yield N-((2′-fluoro-[2,4′-bipyridin]-5-yl)methyl)-4-(pyrazin-2-yl)benzamide 24 as a solid. MS m/z 386.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181235B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-cdae7e941e574b17b7dad478dccb3cd6 |
| Source note | uspto-grants-2015_11 |