ethyl 2-methyl-1H-indole-3-carboxylate → HCID 59589494, 화합물

HRID 1501278

반응식

HRID 1501278 반응식
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8]C=CC=2.[CH3:16][Al](C)C>O1CCOCC1>[CH3:8][C:9]1[CH:4]=[N:3][CH:16]=[C:2]([CH3:1])[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

참가 물질

4

반응물 2

HCID 4072358ethyl 2-methyl-1H-indole-3-carboxylateHCID 16682925Trimethylaluminum

생성물 1

HCID 59589494HCID 59589494, 화합물수율 78%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of ethyl 2-methyl-1H-indole-3-carboxylate (2 g, 6.15 mmol), Pd(PPh3)-4(0.36 g, 0.31 mmol) in dioxane (20 mL) was added Me3Al (2 M in THF, 7.69 ml, 15.37 mmol) under N2. The mixture was stirred at reflux overnight. After the complete of the reaction, the reaction was quenched by addition of 5 mL of water and extracted with EtOAc. The extractions were combined, washed with H2O, dried over Na2SO4, and concentrated under vacuum. The residue was purified by flash column (Eluent: PE/EtOAc=15:1) to give ethyl 3,5-dimethylisonicotinate as a yellow solid. (0.9 g, yield 78%). LRMS (M+H+) m/z: calcd 180.2. found 179.01.

후처리

  1. temperatureat reflux overnight
  2. customAfter the complete of the reaction
  3. customthe reaction was quenched by addition of 5 mL of water
  4. extractionextracted with EtOAc
  5. extractionThe extractions
  6. washwashed with H2O
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated under vacuum
  9. customThe residue was purified by flash column (Eluent: PE/EtOAc=15:1)

출처 및 근거

ORD 기록
ord-b0c87a855d0d494ea0b12b5a0b86bb7f
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206128B2

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