HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethylamine → 3-bromo-N-(2-methoxyethyl)imidazo[1,2-b]pyridazin-6-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethylamine | HCID 8018 | — |
| Reactant | 3-Bromo-6-chloroimidazo(1,2-b)pyridazine | HCID 12872323 | — |
| Product | 3-bromo-N-(2-methoxyethyl)imidazo[1,2-b]pyridazin-6-amine | HCID 57470622 | 62% |
Reaction Steps
A solution of 3-bromo-6-chloroimidazo[1,2-b]pyridazine (844 mg, 3.77 mmol) and 2-methoxyethanamine (1.44 mL) was heated at 170° C. (microwave) for 30 min. The resulting mixture was cooled to room temperature and purified by preparative HPLC (neutral) to afford 3-bromo-N-(2-methoxyethyl)imidazo[1,2-b]pyridazin-6-amine (630 mg, 62% yield) as a off-white solid: 1H NMR (METHANOL-d4) δ: 7.56 (d, J=9.9 Hz, 1H), 7.41 (s, 1H), 6.74 (d, J=9.6 Hz, 1H), 3.62-3.76 (m, 2H), 3.50-3.62 (m, 2H), 3.42 (s, 3H); LRMS (ESI) m/e 271.1 [(M+H)+, calcd for C9H12BrN4O 271.0]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969565B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-59f3c5136af946199e13995e9d29d700 |
| Source note | uspto-grants-2015_03 |