HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[3-chloro-4-(4-methyl-piperazin-1-yl)-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Chloro-4-(4-methylpiperazin-1-yl)aniline | HCID 820343 | — |
| Reactant | 5,8-Dibromoimidazo[1,2-a]pyrazine | HCID 53485949 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ammonia | HCID 222 | — |
| Product | (5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[3-chloro-4-(4-methyl-piperazin-1-yl)-phenyl]-amine | HCID 59023078 | 39.5% |
Reaction Steps
Following the general procedure for amine displacement using 5,8-dibromoimidazo[1,2-a]pyrazine (0.20 g, 0.72 mmol), 3-chloro-4-(4-methyl-piperazin-1-yl)-phenylamine (0.263 g, 1.08 mmol) and DIPEA (0.19 mL, 1.08 mmol) in iPrOH (5 mL). Purification of the crude compound by silica gel column chromatography, eluting with 95:5 DCM:NH3 (7M in MeOH), affords the title compound (60 mg, 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178530B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-8e0bbda0420a42939387fa214054acce |
| Source note | uspto-grants-2012_05 |