HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 81802526, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | N-methylpropyn-2-ylamine | HCID 96160 | — |
| Reactant | 6-(Trifluoromethyl)nicotinoyl chloride | HCID 2777557 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 81802526 | HCID 81802526 | 70% |
Reaction Steps
N-methylpropargylamine (95%, 1.0 g, 13.75 mmol) and pyridine (5 mL) in dry dichloromethane (DCM)(50 mL) were cooled with ice-water. 6-(Trifluoromethyl)pyridine-3-carbonyl chloride (97%, 2.83 g, 13.10 mmol) was added drop wise with a syringe. The ice bath was removed and the mixture was stirred at room temperature overnight. DCM (150 mL) was added and the mixture was washed with water (3×100 mL). The organic phase was dried with anhydrous MgSO4, filtered and evaporated to dryness, then purified by silica gel column chromatography, eluting with MeOH/DCM (0-2%) to give the product (1.96 g, 70.0% yield), LRMS ESI (M+H+) 243, HPLC rt=5.4 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067963B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-5537289fbe334b5586ad431a78de1160 |
| Source note | uspto-grants-2015_06 |