Water → (R)-2-(benzo[d][1,3]dioxol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid

HRID 1403498ノート

反応式

HRID 1403498 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:19]([N:20]4[CH2:24][CH2:23][CH2:22][C@H:21]4[CH3:25])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:26]([O:28]C)=[O:27])[CH:16]=4)[N:11]=3)=[CH:9][C:4]=2[O:3][CH2:2]1.[OH-].[Na+].O>CO>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:19]([N:20]4[CH2:24][CH2:23][CH2:22][C@H:21]4[CH3:25])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:26]([OH:28])=[O:27])[CH:16]=4)[N:11]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 60171730(R)-methyl 2-(benzo[d][1,3]dioxol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate

生成物 1

HCID 70664637(R)-2-(benzo[d][1,3]dioxol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid収率 78%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of (R)-methyl 2-(benzo[d][1,3]dioxol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate (120 mg, 0.31 mmol) in methanol (25 mL) was added sodium hydroxide (37.2 mg, 0.93 mmol) and water (2 mL). The resulting solution was stirred overnight at room temperature and concentrated under vacuum. The residue was dissolved in water (20 mL) and adjusted pH to 5 with hydrochloric acid (3N). The solids were collected by filtration to afford (R)-2-(benzo[d][1,3]dioxol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid as a yellow solid (90 mg, 78%).

後処理

  1. concentrationconcentrated under vacuum
  2. dissolutionThe residue was dissolved in water (20 mL)
  3. filtrationThe solids were collected by filtration

出典と根拠

ORDレコード
ord-19ccd51b76f94bb3a59fe7cc5d2a8781
出典データセット
uspto-grants-2014_12
特許番号
US08912188B2

反応ノート

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