3-Amino-1-propanol → HCID 59333307, compound

8-Bromo-4-chloro-7-(trifluoromethyl)imidazo[1,2-a]quinoxaline (7.8 g, 0.0222 mol) is stirred under nitrogen with 3-propanolamine (4.2 mL, 0.0540 mol) in 1,4-dioxane (156 mL) at 95° C. for 2 hours. The reaction mixture is then cooled down to room temperature and concentrated. The residue is partitioned between a saturated ammonium chloride aqueous solution (150 mL) and ethyl acetate (150 mL). The aqueous phase is extracted twice with ethyl acetate (50 mL) and the combined organic phases are dried over sodium sulfate. The organic solution is concentrated to about 100 mL and cyclohexane (300 mL) is added at room temperature. The mixture is filtered at 0-5° C. and the cake is washed three times with cyclohexane (50 mL) and dried under vacuum to afford the title compound as a yellow solid (7.7 g, 88.9%)

1. concentrationconcentrated
2. customThe residue is partitioned between a saturated ammonium chloride aqueous solution (150 mL) and ethyl acetate (150 mL)
3. extractionThe aqueous phase is extracted twice with ethyl acetate (50 mL)
4. dry with materialthe combined organic phases are dried over sodium sulfate
5. concentrationThe organic solution is concentrated to about 100 mL and cyclohexane (300 mL)
6. additionis added at room temperature
7. filtrationThe mixture is filtered at 0-5° C.
8. washthe cake is washed three times with cyclohexane (50 mL)
9. customdried under vacuum

ORD record

ord-b8456da3d3ad4f898a587459b2b55505

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08513250B2