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

HRID 906386노트

반응식

HRID 906386 반응식
[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]

참가 물질

4

반응물 2

HCID 23665647Potassium tert-butoxideHCID 580250656-Methoxy-4-(3-methylbut-1-ynyl)pyridin-3-amine2회

생성물 1

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

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
140 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-52c6a17ca1474864b128fb0d2f417aff
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012992B2

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