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Sodium Hydroxide → (S)-2-(4-fluoro-2-methylphenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid

HRID 1403577
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HRID 1403577 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]3[CH2:22][CH2:21][CH2:20][C@@H:19]3[CH3:23])=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:24]([O:26]C)=[O:25])[CH:14]=3)[N:9]=2)=[C:4]([CH3:28])[CH:3]=1.[OH-].[Na+]>CO.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]3[CH2:22][CH2:21][CH2:20][C@@H:19]3[CH3:23])=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:24]([OH:26])=[O:25])[CH:14]=3)[N:9]=2)=[C:4]([CH3:28])[CH:3]=1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 70664963(S)-methyl 2-(4-fluoro-2-methylphenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate

생성물 1

HCID 70664770(S)-2-(4-fluoro-2-methylphenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid수율 74%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of (S)-methyl 2-(4-fluoro-2-methylphenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate (120 mg, 0.32 mmol) in methanol (20 mL) and water (1 mL) was added sodium hydroxide (50.7 mg, 1.27 mmol,) and the reaction was stirred overnight at room temperature. The resulting mixture was concentrated in vacuo, adjusted to pH 6 with aqueous HCl (3N), collected by filtration to afford (S)-2-(4-fluoro-2-methylphenyl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid as a yellow solid (85.7 mg, 74%).

후처리

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-b5128e727a7a48cc8a4e6ab8581bda9d
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08912188B2

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