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

HRID 976133노트

반응식

HRID 976133 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-85083f227ce645fd875b7f39a556ff66
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05610303

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