HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-bromo-N2-(5,7-difluoroquinolin-6-ylmethyl)pyrazine-2,3-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-3,5-dibromopyrazine | HCID 620004 | — |
| Reactant | (5,7-Difluoroquinolin-6-yl)methanamine | HCID 66994774 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-bromo-N2-(5,7-difluoroquinolin-6-ylmethyl)pyrazine-2,3-diamine | HCID 86652051 | 43.2% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
A mixture of (5,7-difluoroquinolin-6-yl)methanamine (2.7 g, 13.9 mmol), 3,5-dibromopyrazin-2-amine (2.4 mg, 9.49 mmol) and triethyl amine (4.8 g, 47.5 mmol) in CH3CN (6 mL) was heated under microwave irradiation at 180° C. for 40 min. The reaction mixture was concentrated in vacuo and purified by column chromatography (hexane:EtOAc) to provide 6-bromo-N2-(5,7-difluoroquinolin-6-ylmethyl)pyrazine-2,3-diamine (1.50 g, 43%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.00 (d, 1H), 8.52 (d, 1H), 7.73 (d, 1H), 7.64 (m, 1H), 7.21 (s, 1H), 7.00 (s, 1H), 6.21 (s, 2H), 4.69 (d, 2H). LCMS (method B): [MH]+=367.9, tR=2.36 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507676B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-cd54d4a2ec7f492cba0f2e23ad3496d6 |
| Source note | uspto-grants-2013_08 |