HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Bromo-3-iodo-N-isobutylimidazo[1,2-a]pyrazin-8-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | 6-Bromo-3-iodo-8-(methylsulfonyl)imidazo[1,2-a]pyrazine | HCID 71534042 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 6-Bromo-3-iodo-N-isobutylimidazo[1,2-a]pyrazin-8-amine | HCID 71534044 | 77.52% |
Reaction Steps
To a stirred solution of 6-bromo-3-iodo-8-methanesulfonyl-imidazo[1,2-a]pyrazine (5.08 g, 12.64 mmol) in NMP (100 mL) was added 3.77 mL isobutylamine (2.77 g, 37.90 mmol, 3 eq) in one portion at rt. After stirring for 2 h at rt, 500 mL water was added and the mixture was extracted with ethyl acetate (3×200 mL). The organic phase was filtered, evaporated and the residue was recrystallized from MeOH/water to yield 3.87 g (77.52%) (6-bromo-3-iodo-imidazo[1,2-a]pyrazin-8-yl)-isobutyl-amine: 1H-NMR (300 MHz, d6-DMSO): δ=8.09 (1H, tr), 7.60 (1H, s), 7.54 (1H, s), 3.19 (2H, dd), 1.95 (1H, m), 0.85 (6H, d) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284317B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-fb1db4f3956343f1accf8cd96197d578 |
| Source note | uspto-grants-2016_03 |