HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2-Methyl-N-(propan-2-yl)pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-Methylnicotinic acid | HCID 643373 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-N-(propan-2-yl)pyridine-3-carboxamide | HCID 59799833 | — |
Reaction Steps
To a solution of 2-methyl nicotinic acid (2.5 g, 18 mmol), HOBT (3.7 g, 27 mmol), isopropylamine (3.1 mL, 36 mmol), and triethylamine (7.5 mL, 54 mmol) in 150 mL of DMF is added EDC (5.2 g, 27 mmol). The reaction is allowed to stir at room temperature for 24 hours and is then concentrated under reduced pressure. Ethyl acetate and brine is added and the layers are separated. The organic layer is dried over sodium sulfate, filtered, and concentrated under reduced pressure. Purification of the crude residue by silica gel flash column chromatography gives the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133907B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-509b6fe0b0124337a5a01064337400f3 |
| Source note | uspto-grants-2012_03 |