Acetone → HCID 103750657, compound

Temperature

20 °C

2-bromo-5-fluoroaniline E-1.7″″″ (2.00 g; 10.53 mmol) is suspended in 20 ml DCM and propan-2-one (1.55 ml; 21.05) is added and the reaction mixture is stirred for 16 at 20° C. Afterwards sodium triacetoxyborohydride (4.69 g; 21.05 mmol) is added and the reaction mixture is stirred for 48 h at 20° C. The reaction mixture is poured into water and extracted with DCM. The combined organic layer is dried over MgSO4 the solid materials are filtered off and HCl in dioxane is added until the pH value is below 2. The solvents are concentrated under reduced pressure. The crude product is purified using reversed phase chromatography (Method: prep. HPLC1). Product containing fractions are combined and extracted with DCM. To the organic layer HCl in dioxane is added until the pH value is below 2. The solvents are concentrated under reduced pressure.

1. stirringthe reaction mixture is stirred for 48 h at 20° C
2. extractionextracted with DCM
3. dry with materialThe combined organic layer is dried over MgSO4 the solid materials
4. filtrationare filtered off
5. additionHCl in dioxane is added until the pH value
6. concentrationThe solvents are concentrated under reduced pressure
7. customThe crude product is purified
8. additionProduct containing fractions
9. extractionextracted with DCM
10. additionTo the organic layer HCl in dioxane is added until the pH value
11. concentrationThe solvents are concentrated under reduced pressure

ORD record

ord-f4c62be1dc4a4d1c97f0bfb47a5acd5d

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09428515B2