Trifluoroacetic acid → 6-Chloro-4'-(3-chlorophenyl)-2'-(5-fluoro-2-methylphenyl)-2,3-dihydro-1'-methyl-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-ethanol

To a solution of racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-2,3-dihydro-1′-methyl-2,6′-dioxospiro[indole-3,3′-piperidine]-1-methoxyethyl trimethylsilane (0.16 g, 0.26 mmol) prepared in example 56a in dichloromethane (10 mL) was added trifluoroacetic acid (20 mL). The reaction mixture was stirred at room temperature for 3 h. The reaction mixture was concentrated. The residue was neutralized with saturated NaHCO3 aqueous solution, then extracted with ethyl acetate. The organic layer was separated, dried over MgSO4 and concentrated. The residue was purified by chromatography (EtOAc:CH2Cl2=1:1) to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-2,3-dihydro-1′-methyl-2,6′-dioxospiro[indole-3,3′-piperidine]-1-ethanol (Yield 90 mg, 67.7%).

1. concentrationThe reaction mixture was concentrated
2. extractionextracted with ethyl acetate
3. customThe organic layer was separated
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customThe residue was purified by chromatography (EtOAc:CH2Cl2=1:1)

ORD 기록

ord-c6e305d0bdfa44e0bf090cf0fd5d07e0

출처 데이터셋

uspto-grants-2009_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07495007B2