4-Methylmorpholine → 3-(4-Chlorophenyl)-3-(4-(methylsulfonamido)-1H-indol-1-yl)pentyl methanesulfonate

To a mixture of N-(1-(3-(4-chlorophenyl)-1-hydroxypentan-3-yl)-1H-indol-4-yl)methanesulfonamide (20 mg, 0.05 mmol), as described in Example 40 Step I, and NMM (10 mg, 0.1 mmol) in DCM (3 mL) was added methanesulfonyl chloride (7 mg, 0.06 mmol). Then the mixture was stirred at room temperature for 1 h, quenched with saturated ammonium chloride solution (5 mL), and extracted with ethyl acetate. The organic layers were washed with brine (5 mL), dried over sodium sulfate, filtered and evaporated. The residue was purified by Prep-TLC (PE/EA=4/1) to afford the title compound as colorless oil. LC/MS m/z=485.1[M+H]+.

1. customquenched with saturated ammonium chloride solution (5 mL)
2. extractionextracted with ethyl acetate
3. washThe organic layers were washed with brine (5 mL)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. customevaporated
7. customThe residue was purified by Prep-TLC (PE/EA=4/1)

ORD-Eintrag

ord-9441efda822e4e848bab046a9736a15e

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09403807B2