HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-(5-Bromopyridin-3-yl)-4-methylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 3,5-Dibromopyridine | HCID 69369 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(5-Bromopyridin-3-yl)-4-methylpiperazine | HCID 53485314 | 79.8% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a solution of 3,5-dibromopyridine (XXXVIII) (2.90 g, 12.24 mmol) in dry DMF (20 mL) was added 1-methylpiperazine (2.987 mL, 26.93 mmol) and K2CO3 (5.58 g, 40.39 mmol). The reaction was heated at 120° C. overnight. An additional portion of 1-methylpiperazine (6 mL) was added and heating was continued for another 24 h. The reaction was poured into ice water and filtered. The filtrate was extracted with 66% MeOH/CHCl3. The organic layer was dried over MgSO4, filtered and concentrated under vacuum to yield 1-(5-bromopyridin-3-yl)-4-methylpiperazine (XL) as a brown viscous oil (2.49 g, 9.76 mmol, 79.8% yield). ESIMS found for C10H14BrN3 m/z 256 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221793B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-12f271cef4614613ba7c200e1b74e37f |
| Source note | uspto-grants-2015_12 |