HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68353156, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diisoamylamine | HCID 10988 | — |
| Reactant | Isonicotinoyl chloride hydrochloride | HCID 12262826 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 68353156 | HCID 68353156 | 79.6% |
Reaction Steps
To a stirred solution of diisopentylamine (5.0 ML, 24.7 mmol) and triethylamine (9.4 mL, 67.4 mmol) in dichloromethane (23 mL) at 0° C. was added slowly isonicotinoyl chloride hydrochloride (4 g, 22.5 mmol). The mixture was allowed to warm to room temperature and stirred at room temperature for 2 hours. The mixture was diluted with saturated sodium bicarbonate and the separated aqueous layer was extracted with methylene chloride (3×25 mL). The combined organics were washed with water (10 mL), brine, dried (anh. sodium sulfate), filtered and evaporated. The residue solidified upon standing to afford 4.7 g of an orange solid. LCMS m/z 263.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018395B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-c8029e57d6ac4cc489596b7845f8e198 |
| Source note | uspto-grants-2015_04 |