Cyclopentane, methylene- → N-cyclohexyl-1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine

HRID 1966817

반응식

HRID 1966817 반응식
[CH2:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1.[CH:7]1([NH:13][C:14]2[C:19]([CH:20]=[N:21][OH:22])=[CH:18][N:17]=[C:16]3[N:23]([CH2:26][CH3:27])[N:24]=[CH:25][C:15]=23)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.Cl[O-].[Na+]>O1CCCC1>[CH:7]1([NH:13][C:14]2[C:15]3[CH:25]=[N:24][N:23]([CH2:26][CH3:27])[C:16]=3[N:17]=[CH:18][C:19]=2[C:20]2[CH2:1][C:2]3([CH2:6][CH2:5][CH2:4][CH2:3]3)[O:22][N:21]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

참가 물질

5

반응물 3

HCID 73714Cyclopentane, methylene-HCID 23665760Sodium HypochloriteHCID 866475994-cyclohexylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime

생성물 1

HCID 24905403N-cyclohexyl-1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine수율 40%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Methylene cyclopentane (0.073 ml, 0.0006 mole) was added to 4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime (0.1 gm, 0.0003 mole) (example 8) in tetrahydrofuran. The reaction mixture was stirred at room temperature for about 5 minutes. Sodium hypochlorite (5 ml) was added slowly to the reaction mixture over a period of about 5 minutes and the mixture was allowed to stir at room temperature for about 5 h. The organic solvent was evaporated and the residue was extracted in ethyl acetate. The organic layer was concentrated and the title compound obtained was purified by preparative thin layer chromatography.

후처리

  1. stirringto stir at room temperature for about 5 h
  2. customThe organic solvent was evaporated
  3. extractionthe residue was extracted in ethyl acetate
  4. concentrationThe organic layer was concentrated

출처 및 근거

ORD 기록
ord-b2cfe999cb0542a99f581d538ad50ca5
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420666B2

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