HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178425200, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 25271922 | HCID 25271922 | — |
| Reactant | HCID 178425242 | HCID 178425242 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178425200 | HCID 178425200 | 58% |
Reaction Steps
A solution of 4-(3-cyanophenoxy)benzoic acid (40 mg, 0.17 mmol) in dichloromethane (20 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (48 mg, 0.25 mmol), N-hydroxy benzotriazole (34 mg, 0.25 mmol) and triethylamine (34 mg, 0.33 mmol), stirred for 30 min. Then 3-(aminomethyl)-4,6-dimethylpyridin-2-ol (26 mg, 0.17 mmol) was added and the mixture was stirred at room temperature for 12 hours. The mixture was washed with water (50 mL), dried over sodium sulfate, concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=20:1) to give 3-(3-cyanophenoxy)-N-((2-hydroxy-4,6-dimethylpyridin-3-yl)methyl)benzamide (21 mg, 58%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206128B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-cbe9a491638546d385e509cc854c5ad8 |
| Source note | uspto-grants-2015_12 |