Hydrochloric Acid → (E)-N-(5,6-dihydro-7H-cyclopenta[d]pyrimidin-4-yl)-4-[4-(1-benzylpiperidin-4-yl)-2-butenoyl]aniline

HRID 976133ノート

反応式

HRID 976133 の反応式
Cl[C:2]1[C:3]2[CH2:10][CH2:9][CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:11]([N:18]1[CH2:23][CH2:22][CH:21]([CH2:24][CH:25](O)[CH2:26][C:27]([C:29]2[CH:35]=[CH:34][C:32]([NH2:33])=[CH:31][CH:30]=2)=[O:28])[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.FC(F)(F)C([O-])=O.Cl.C(=O)([O-])O.[Na+]>C(O)C>[N:5]1[C:4]2[CH2:8][CH2:9][CH2:10][C:3]=2[C:2]([NH:33][C:32]2[CH:34]=[CH:35][C:29]([C:27](=[O:28])/[CH:26]=[CH:25]/[CH2:24][CH:21]3[CH2:22][CH2:23][N:18]([CH2:11][C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[CH2:19][CH2:20]3)=[CH:30][CH:31]=2)=[N:7][CH:6]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 133124494-chloro-5H,6H,7H-cyclopenta[d]pyrimidineHCID 867505544-[4-(1-Benzylpiperidin-4-yl)-3-hydroxybutanoyl]aniline.trifluoroacetate

生成物 1

HCID 19968897(E)-N-(5,6-dihydro-7H-cyclopenta[d]pyrimidin-4-yl)-4-[4-(1-benzylpiperidin-4-yl)-2-butenoyl]aniline収率 34%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
60 °C

実験手順

30 ml of ethanol and 0.58 g of 4-chloro-5,6-dihydro-7H-cyclopenta[d]pyrimidine were added to 1.21 g of 4-[4-(1-benzylpiperidin-4-yl)-3-hydroxybutanoyl]aniline·trifluoroacetate, 1 ml of an ethanol solution of hydrochloric acid (containing 0.29 g of hydrochloric acid) was added thereto and the mixture was stirred under heating at 60° C. for 40 minutes. Then, a saturated sodium hydrogen carbonate aqueous solution was added thereto and the mixture was extracted with chloroform. After drying over anhydrous sodium sulfate, the solvent was removed by distillation under reduced pressure and the obtained residue was applied to silica gel column chromatography to obtain 0.40 g of the title compound as yellow powder.

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with chloroform
  3. dry with materialAfter drying over anhydrous sodium sulfate
  4. customthe solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-85083f227ce645fd875b7f39a556ff66
出典データセット
uspto-grants-1997_03
特許番号
US05610303

反応ノート

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