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

HRID 1753070노트

반응식

HRID 1753070 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d2c0d9c1953e4cf0bdd65e51bb6f7ac6
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163021B2

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