HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazinecarboxaldehyde → HCID 136338033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazinecarboxaldehyde | HCID 12229 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86705398 | HCID 86705398 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 136338033 | HCID 136338033 | 167.7% |
Reaction Steps
Ethyl 3-cyano-5-(((2S,6R)-2,6-dimethylmorpholino)methyl)pyridin-2-ylcarbamate (35 mg, 0.11 mmol), formyl hydrazine (8 mg, 0.13 mmol) and N-ethyl N-isopropylpropan-2-amine (0.01 mL, 0.055 mmol) were heated in DMA (1 mL) at 125° C. for 15 h. The reaction was cooled to room temperature and purified directly (HPLC, 10-70% ACN-water) to afford the title compound as a solid (29 mg, 84%). 1H NMR (400 MHz, DMSO-d6) δ 1.04 (d, J=6.15 Hz, 6H), 1.73 (t, J=10.67 Hz, 2H), 2.72 (d, J=10.79 Hz, 2H), 3.53-3.66 (m, 4H), 8.45 (s, 1H), 8.57 (s, 1H), 8.62 (s, 1H), 12.82 (br s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284335B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-099b4941a87446ddb6b14b7f87af0d4f |
| Source note | uspto-grants-2016_03 |