Imidazole → HCID 178502738, compound

To a solution in N,N-dimethylformamide (91 mL) of the compound (8.52 g) obtained in step (1) above, imidazole (4.03 g) and tert-butyldimethylchlorosilane (6.86 g) were added and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure and water was added to the resulting residue. After extraction with ethyl acetate, the combined organic layers were washed with water and saturated brine. The washed organic layers were dried over anhydrous magnesium sulfate and after removing the desiccant by filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=100:0-75:25) to give the titled compound as a colorless oil (10.5 g).

1. concentrationThe reaction mixture was concentrated under reduced pressure and water
2. additionwas added to the resulting residue
3. extractionAfter extraction with ethyl acetate
4. washthe combined organic layers were washed with water and saturated brine
5. dry with materialThe washed organic layers were dried over anhydrous magnesium sulfate
6. customafter removing the
7. filtrationdesiccant by filtration
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=100:0-75:25)

ORD record

ord-1c458c2510cc4978a3848ae35c69ca9c

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09422240B2