HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (5-bromo-pyrazin-2-yl)-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Amino-5-bromopyrazine | HCID 599539 | — |
| Reactant | 1,3-dimethyl-1H-pyrazole-4-carbaldehyde | HCID 847285 | — |
| Reactant | Borane,N-dimethylmethanamine (1:1) | HCID 6327651 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (5-bromo-pyrazin-2-yl)-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)amine | HCID 86614303 | 92.9% |
Reaction Steps
A mixture of 1,3-dimethyl-1H-pyrazole-4-carbaldehyde (142 mg, 1.145 mmol), 2-amino-5-bromopyrazine (200 mg, 1.149 mmol), borane trimethylamine complex (126 mg, 1.73 mmol) and glacial acetic acid (137 mg, 2.29 mmol) in anhydrous methonol (3 ml) was stirred at room temperature overnight. The reaction mixture was then diluted with ethyl acetate, washed with water, dried over MgSO4 and filtered. The filtrate was concentrated to give 300 mg of (5-bromo-pyrazin-2-yl)-(1,3-dimethyl-1H-pyrazol-4-ylmethyl)amine as crude product, which was used for next step reaction without further purification. Crude yield: 93%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629156B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a69eecf819694654a0b6d7451991e35e |
| Source note | uspto-grants-2014_01 |