Lithium Hydroxide → 5-(2-Methoxy-ethoxy)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

HRID 2250442ノート

反応式

HRID 2250442 の反応式
C([O:3][C:4]([C:6]1[NH:19][C:9]2=[CH:10][N:11]=[C:12]([O:14][CH2:15][CH2:16][O:17][CH3:18])[CH:13]=[C:8]2[CH:7]=1)=[O:5])C.[Li+].[OH-]>C1COCC1.CO>[CH3:18][O:17][CH2:16][CH2:15][O:14][C:12]1[CH:13]=[C:8]2[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[NH:19][C:9]2=[CH:10][N:11]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 59820057ethyl 5-(2-methoxyethoxy)-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

生成物 1

HCID 692283985-(2-Methoxy-ethoxy)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1 g (3.784 mmol) 5-(2-Methoxy-ethoxy)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid ethyl ester (example 10 (iii)) in 50 mL THF and 25 mL MeOH 15.14 mL of a 1M LiOH solution were added. The mixture was stirred for 2 h at room temperature. The organic solvents were removed in vacuo, the solution acidified and concentrated in vacuo. The residue was purified by flash chromatography over silica gel using H2Cl2/MeOH/HOAc/H2O=90/10/1/1 as eluent. The product fractions were combined, concentrated in vacuo and lyophilized.

後処理

  1. customThe organic solvents were removed in vacuo
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by flash chromatography over silica gel
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-34c9cf3d15c8491baf660a184dacdf04
出典データセット
uspto-grants-2008_01
特許番号
US07317027B2

反応ノート

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