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

HRID 2384492노트

반응식

HRID 2384492 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-c4b8f648ae9748b59690d8e4f7b3dd98
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263767B2

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