HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Aminonicotinic acid → (6-Aminopyridin-3-yl)((3S,5S)-3,5-dimethylmorpholino)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Aminonicotinic acid | HCID 18496 | — |
| 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 | (3S,5S)-3,5-Dimethylmorpholine | HCID 11768549 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (6-Aminopyridin-3-yl)((3S,5S)-3,5-dimethylmorpholino)methanone | HCID 86684581 | 34% |
Reaction Steps
To a solution of (3S,5S)-3,5-dimethylmorpholine (115 mg, 1.0 mmol) in DMF (2 mL) was added HATU (380 mg, 1.0 mmol), DIPEA (260 mg, 2.0 mmol), and 6-aminonicotinic acid (138 mg, 1.0 mmol) at room temperature. After stirring for 18 h, the reaction mixture was filtered and purified with Combiflash (A: 1% NH4HCO3/water, B: acetonitrile) to afford 324a (80 mg, 34%) as a yellow solid. MS (ESI): 236.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238655B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-525cef30630d48788f29ee2ee355a5d2 |
| Source note | uspto-grants-2016_01 |