Water → N-cyclohexyl-5-(2,5-dioxa-6-azaspiro[3.4]oct-6-en-7-yl)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-4-amine

HRID 1966827노트

반응식

HRID 1966827 반응식
Br[CH2:2][C:3]1([CH2:26][OH:27])[O:7][N:6]=[C:5]([C:8]2[C:9]([NH:19][CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)=[C:10]3[CH:16]=[N:15][N:14]([CH2:17][CH3:18])[C:11]3=[N:12][CH:13]=2)[CH2:4]1.O.[OH-].[K+]>C(O)C>[CH:20]1([NH:19][C:9]2[C:10]3[CH:16]=[N:15][N:14]([CH2:17][CH3:18])[C:11]=3[N:12]=[CH:13][C:8]=2[C:5]2[CH2:4][C:3]3([CH2:26][O:27][CH2:2]3)[O:7][N:6]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 66733284{5-(bromomethyl)-3-[4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-5-yl]-4,5-dihydroisoxazol-5-yl}methanol

생성물 1

HCID 66732556N-cyclohexyl-5-(2,5-dioxa-6-azaspiro[3.4]oct-6-en-7-yl)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-4-amine수율 28%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

{5-(Bromomethyl)-3-[4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-5-yl]-4,5-dihydroisoxazol-5-yl}methanol (110 mg, 0.00025 mole) (example 20) was dissolved in ethanol (10 ml). Water (2 ml) was added followed by potassium hydroxide (20 mg, 0.00050 mole). The reaction mixture was stirred at refluxing temperature overnight. The solvent was removed under reduced pressure. Water was added and the mixture was extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulphate and concentrated in vacuo. The crude product obtained was purified by column chromatography.

후처리

  1. temperatureat refluxing temperature overnight
  2. customThe solvent was removed under reduced pressure
  3. additionWater was added
  4. extractionthe mixture was extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over anhydrous sodium sulphate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6736ea1bab604d2a871d6a18c831a878
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420666B2

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