Sodium Hydroxide → 2-(2-methyl-1H-indol-5-yl)-3-[(2S)-2-methylpyrrolidin-1-yl]quinoxaline-6-carboxylic acid

HRID 1403459노트

반응식

HRID 1403459 반응식
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([C:11]1[C:20]([N:21]3[CH2:25][CH2:24][CH2:23][C@@H:22]3[CH3:26])=[N:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:27]([O:29]C)=[O:28])[CH:17]=3)[N:12]=1)=[CH:6][CH:5]=2.[OH-].[Na+]>CO.O>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([C:11]1[C:20]([N:21]3[CH2:25][CH2:24][CH2:23][C@@H:22]3[CH3:26])=[N:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:27]([OH:29])=[O:28])[CH:17]=3)[N:12]=1)=[CH:6][CH:5]=2

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 70665283methyl 2-(2-methyl-1H-indol-5-yl)-3-[(2S)-2-methylpyrrolidin-1-yl]quinoxaline-6-carboxylate

생성물 1

HCID 706648652-(2-methyl-1H-indol-5-yl)-3-[(2S)-2-methylpyrrolidin-1-yl]quinoxaline-6-carboxylic acid수율 74%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of methyl 2-(2-methyl-1H-indol-5-yl)-3-[(2S)-2-methylpyrrolidin-1-yl]quinoxaline-6-carboxylate (140 mg, 0.35 mmol) in methanol (30 mL) and water (2 mL) was added sodium hydroxide (56 mg, 1.40 mmol) with stirring overnight at room temperature. The reaction mixture was concentrated in vacuo, dissolved in water (30 mL) and adjusted to pH 5 with acetic acid. The solids were collected by filtration to afford 2-(2-methyl-1H-indol-5-yl)-3-[(2S)-2-methylpyrrolidin-1-yl]quinoxaline-6-carboxylic acid as a light yellow solid (100 mg, 74%).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in water (30 mL)
  3. filtrationThe solids were collected by filtration

출처 및 근거

ORD 기록
ord-bfd259ebc12547c5b3d42cf3d4e18045
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912188B2

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