HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Dimethylaminopyridine → 2-(6-Bromopyridin-2-yl)-2-methyl-N-(1-methyl-1-H-pyrazol-4-yl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-methyl-1H-pyrazol-4-amine | HCID 4770990 | — |
| Reactant | 2-(6-Bromopyridin-2-yl)-2-methylpropanoic acid | HCID 59526253 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(6-Bromopyridin-2-yl)-2-methyl-N-(1-methyl-1-H-pyrazol-4-yl)propanamide | HCID 59526262 | — |
Reaction Steps
A solution of 2-(6-bromopyridin-2-yl)-2-methylpropanoic acid (120 mg, 0.49 mmol) in dimethylformamide (3 mL) was charged with 1-methyl-1H-pyrazol-4-amine (48 mg, 0.49 mmol). Dimethylaminopyridine (60 mg, 0.49 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (94 mg, 0.49 mmol) were added and the reaction was stirred overnight at room temperature. The reaction was purified by reverse phase HPLC (10-100% acetonitrile/water+0.05% TFA modifier) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367706B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-c5a1cd9f14c543519d5f8b155899ff81 |
| Source note | uspto-grants-2013_02 |