HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → 4-amino-N-benzyl-5-cyano-6-ethoxypyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 4-Amino-5-cyano-6-ethoxypicolinic acid | HCID 11846460 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-amino-N-benzyl-5-cyano-6-ethoxypyridine-2-carboxamide | HCID 11846461 | — |
Reaction Steps
In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyridine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of benzylamine (11 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The reaction mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6D2O) δ ppm 1.31 (t, 3H) 4.43-4.54 (m, 4H) 7.06-7.11 (m, 1H) 7.21-7.36 (m, 5H) 9.07-9.14 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888374B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-a37f099de09048609da3fff2fbe23a97 |
| Source note | uspto-grants-2011_02 |