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 1966827ノート

反応式

HRID 1966827 の反応式
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

参加物

5

反応物 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

生成物 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-amine収率 28%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

{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.

後処理

  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

出典と根拠

ORDレコード
ord-6736ea1bab604d2a871d6a18c831a878
出典データセット
uspto-grants-2013_04
特許番号
US08420666B2

反応ノート

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