Potassium tert-butoxide → 2-Isopropyl-5-methoxy-1H-pyrrolo[2,3-c]pyridine

HRID 906386ノート

反応式

HRID 906386 の反応式
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([NH2:9])=[C:5]([C:10]#[C:11][CH:12]([CH3:14])[CH3:13])[CH:4]=1.CC([O-])(C)C.[K+]>CN1CCCC1=O>[CH:12]([C:11]1[NH:9][C:6]2=[CH:7][N:8]=[C:3]([O:2][CH3:1])[CH:4]=[C:5]2[CH:10]=1)([CH3:14])[CH3:13]

参加物

4

反応物 2

HCID 23665647Potassium tert-butoxideHCID 580250656-Methoxy-4-(3-methylbut-1-ynyl)pyridin-3-amine2 回

生成物 1

HCID 446084472-Isopropyl-5-methoxy-1H-pyrrolo[2,3-c]pyridine

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
140 °C

実験手順

To a solution of 6-methoxy-4-(3-methylbut-1-ynyl)pyridin-3-amine (Compound 4, 588 mg, 3.1 mmol) in N-methylpyrrolidone (10 ml) was added KOtBu (0.87 g, 7.8 mmol) at room temperature. The mixture was heated to 140° C. for 0.5 h and cooled to room temperature, quenched with H2O, extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→50% EtOAc-hexanes) to yield the title compound as light brown syrup.

後処理

  1. temperaturecooled to room temperature
  2. customquenched with H2O
  3. extractionextracted with EtOAc
  4. washThe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by chromatography on silica gel (0→50% EtOAc-hexanes)

出典と根拠

ORDレコード
ord-52c6a17ca1474864b128fb0d2f417aff
出典データセット
uspto-grants-2011_09
特許番号
US08012992B2

反応ノート

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