HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67479813, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoylhydrazine | HCID 11955 | — |
| Reactant | 2-Amino-5-bromonicotinic acid | HCID 737445 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 67479813 | HCID 67479813 | 62% |
Reaction Steps
TBTU (2.219 g, 6.912 mmol) and triethylamine (466.3 mg, 642.3 μL, 4.608 mmol) were added to a solution of 2-amino-5-bromo-pyridine-3-carboxylic acid (1 g, 4.608 mmol) and benzohydrazide (752.9 mg, 5.530 mmol) in DMF (40.00 mL) and the resulting solution stirred at ambient temperature over the weekend. The reaction was treated with water/EtOAc and the organics separated. The organic layer was washed with water (3×), dried (MgSO4), filtered and concentrated in vacuo to give a yellow oil which was triturated with ether and dried under high vacuum to give the product as an off-white solid that was used directly in the next step without further purification (1.177 g, 62% Yield). MS (ES+) 336.86.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096584B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-ff703aa33b0940cd84970ff935f9ed56 |
| Source note | uspto-grants-2015_08 |