Methanol → HCID 86634689, compound

Temperature

-78 °C

To a solution of (4-{4-[2-(3-Chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-acetic acid ethyl ester (500 mg, 1.14 mmol) in DCM (20 mL) at −78° C. is added DIBAL-H (1 M in toluene, 2.14 mL, 2.14 mmol) and the mixture is allowed to stir at −78° C. for 2 h. Methanol (3 mL) is added to quench the reaction. The reaction mixture is then poured in ice and Rochelle's salt (4 g). Water (20 mL) is added and the mixture is extracted with EtOAc (3×30 mL). The organic phase is washed with brine (3×30 mL), dried with Na2SO4 and concentrated to give the title compound (253 mg) as a white solid: (M+H)+ 395.2.

1. customto quench
2. customthe reaction
3. additionThe reaction mixture is then poured in ice
4. extractionthe mixture is extracted with EtOAc (3×30 mL)
5. washThe organic phase is washed with brine (3×30 mL)
6. dry with materialdried with Na2SO4
7. concentrationconcentrated

ORD record

ord-a436583526cf4a7c8293bac17985b303

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08912208B2