Sodium Hydroxide → (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol

HRID 931792노트

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HRID 931792 반응식
C([O:7][CH2:8][C@@H:9]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[C:10]1[C:11]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:20])[N:16]=[C:15]([N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[CH:14]=[CH:13]2)(=O)C(C)(C)C.[OH-].[Na+]>C1COCC1.CO.O>[C:35]([O:34][C@@H:9]([C:10]1[C:11]([C:27]2[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:20])[N:16]=[C:15]([N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[CH:14]=[CH:13]2)[CH2:8][OH:7])([CH3:38])([CH3:36])[CH3:37]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 66631939HCID 66631939, 화합물

생성물 1

HCID 66630867(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol수율 79%

시약·촉매·용매 2

HCID 962Water용매HCID 21899815MeOH tetrahydrofuran용매

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온도
50 °C

실험 절차

To the solution of (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethyl pivalate (15 mg) in THF/MeOH (1 mL/1 mL) was added sodium hydroxide solution (1.0 N, 1 mL). The mixture was heated at 50° C. for 16 hours and was diluted with water. The aqueous was extracted with ethyl acetate, and the organic phase was washed with brine, and dried over sodium sulfate. Concentration under reduced pressure gave (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol (10 mg). LCMS-ESI+ (m/z): [M+H]+ calcd for C26H32ClN2O3: 454.2. Found: 455.3.

후처리

  1. extractionThe aqueous was extracted with ethyl acetate
  2. washthe organic phase was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration under reduced pressure

출처 및 근거

ORD 기록
ord-1bcb00341f394251b2994a6e3b4ed116
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296758B2

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