Methyl iodide → methyl 2-(3-iodo-1H-pyrrolo[3,2-c]pyridin-1-yl)-2-methylpropanoate

HRID 1753070ノート

反応式

HRID 1753070 の反応式
[CH3:1][O:2][C:3](=[O:16])[CH:4]([N:6]1[C:14]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[C:8]([I:15])=[CH:7]1)[CH3:5].CI.[CH3:19]C(C)([O-])C.[K+]>C1COCC1>[I:15][C:8]1[C:9]2[CH:10]=[N:11][CH:12]=[CH:13][C:14]=2[N:6]([C:4]([CH3:19])([CH3:5])[C:3]([O:2][CH3:1])=[O:16])[CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 900938402-(3-Iodo-pyrrolo[3,2-c]pyridine-1-yl)-propionic acid methyl ester

生成物 1

HCID 90094007methyl 2-(3-iodo-1H-pyrrolo[3,2-c]pyridin-1-yl)-2-methylpropanoate収率 37%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 2-(3-iodo-pyrrolo[3,2-c]pyridine-1-yl)-propionic acid methyl ester (Preparation 57, 13.1 g, 39.7 mmol) in THF (15 mL) was added methyl iodide (2.96 mL, 47.6 mmol) followed immediately by a 1M solution of potassium tertbutoxide in THF (5.34 g, 47.6 mmol) and the reaction was stirred at room temperature for 15 minutes. The reaction was quenched with water, and the remaining THF removed in vacuo. The residue was extracted with EtOAc, dried and concentrated in vacuo to afford the title compound as a yellow solid (5.1 g, 37%).

後処理

  1. customThe reaction was quenched with water
  2. customthe remaining THF removed in vacuo
  3. extractionThe residue was extracted with EtOAc
  4. customdried
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d2c0d9c1953e4cf0bdd65e51bb6f7ac6
出典データセット
uspto-grants-2015_10
特許番号
US09163021B2

反応ノート

読み込み中…