Dimethylamine → HCID 71243530, Verbindung

To a solution of 4-(((1S,2S)-1-hydroxy-2,3-dihydro-1H,1′H-[2,2′-biinden]-2-yl)methyl)benzoic acid (100 mg, 0.26 mmol), Et3N (157 mg, 1.56 mmol) and dimethyl amine (0.33 mL, 2.0 M solution in THF, 0.65 mmol) in DCM (5 mL), was added T3P (0.33 mL, 50 wt % solution in ethyl acetate, 0.52 mmol) and then stirred at room temperature for 12 h. The reaction mixture was quenched with water (25 mL) and extracted with DCM (3×25 mL). The organic layer was washed with brine (25 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure. The residue was purified by CombiFlash using 20% ethyl acetate in chloroform as an eluent to yield 80 mg (75%) of the title compound as an off white solid.

1. customThe reaction mixture was quenched with water (25 mL)
2. extractionextracted with DCM (3×25 mL)
3. washThe organic layer was washed with brine (25 mL)
4. dry with materialdried over anhydrous Na2SO4
5. customevaporated under reduced pressure
6. customThe residue was purified by CombiFlash

ORD-Eintrag

ord-e66f95484a5446f6a035686297b1bf4a

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09260376B2