Ethyl chloroacetate → Ethyl (3-iodo-1H-pyrazolo[3,4-b]pyridin-1-yl)acetate

HRID 390558노트

반응식

HRID 390558 반응식
[I:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>CN(C=O)C.C(OCC)(=O)C>[I:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:3]=1

참가 물질

6

반응물 3

HCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 178506575HCID 178506575, 화합물

생성물 1

HCID 57642768Ethyl (3-iodo-1H-pyrazolo[3,4-b]pyridin-1-yl)acetate수율 83.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of 3-iodo-1H-pyrazolo[3,4-b]pyridine (9.8 g, 40 mmol, 1 equiv) and potassium carbonate (27.6 g, 5 equiv) in 15 mL of DMF at 90° C. was added ethyl chloroacetate (8.5 mL, 40 mmol, 1 equiv). Two hours later, the reaction mixture was diluted with ethyl acetate followed by washing with saturated aqueous NaHCO3. The organic layer was dried and concentrated to provide the crude product. Purification of the crude product by flash chromatography gave ethyl (3-Iodo-pyrazolo[3,4-b]pyridin-1-yl)-acetate (11 g).

후처리

  1. washby washing with saturated aqueous NaHCO3
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customto provide the crude product
  5. customPurification of the crude product by flash chromatography

출처 및 근거

ORD 기록
ord-15c23fcd97c04de490af34c0ed1b3269
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383630B2

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