Triethylsilane → Methyl 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate

HRID 1036627노트

반응식

HRID 1036627 반응식
C([SiH](CC)CC)C.O=[C:9]([C:14]1[C:22]2[C:17](=[N:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1)[C:10]([O:12][CH3:13])=[O:11]>C(O)(C(F)(F)F)=O>[NH:16]1[C:17]2=[N:18][CH:19]=[CH:20][CH:21]=[C:22]2[C:14]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:15]1

참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 6028556Methyl 7-azaindole-3-glyoxylate

생성물 1

HCID 25067325Methyl 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate수율 75.2%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To a mixture of triethylsilane (9.95 g, 85.78 mmol) in TFA (25 mL) was added portionwise methyl oxo(1H-pyrrolo[2,3-b]pyridin-3-yl)acetate (5.0 g, 24.48 mmol). After a period of 18 h at 50° C., the solvent was evaporated and saturated NaHCO3 was added followed by DCM. The organic phase was separated, dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by combiflash with 10% ethyl acetate in hexane to 100% ethyl acetate to provide 3.5 g of the title compound.

후처리

  1. customthe solvent was evaporated
  2. additionsaturated NaHCO3 was added
  3. customThe organic phase was separated
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue was purified by combiflash with 10% ethyl acetate in hexane to 100% ethyl acetate

출처 및 근거

ORD 기록
ord-47bde9a8ad6748d9986c78ccbceaf641
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546422B2

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