HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3-Amino-N,N-dimethyl-2-pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | 3-Aminopicolinic acid | HCID 73836 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Amino-N,N-dimethyl-2-pyridinecarboxamide | HCID 58155124 | 98% |
Reaction Steps
To the mixture of 3-aminopicolinic acid (0.32 g, 2.32 mmol), dimethylamine hydrogen chloride (0.227 g, 1.2 eq), EDC (0.667 g, 1.5 eq), HOBt (0.376 g, 1.2 eq) in DMF (10 mL) was added DIEA (2.0 mL, 5.0 eq). The mixture was stirred at room temperature overnight. The crude was concentrated and dissolved in EtOAc. It was washed with saturated NaHCO3. The solvent was removed and the crude was purified by silica gel chromatography (0%˜20% MeOH/DCM) to obtain the desired product 3-amino-N,N-dimethylpicolinamide (0.375 g, isolated yield ˜98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501763B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7a9eed00e3ba4e2e8605557dab917be5 |
| Source note | uspto-grants-2013_08 |