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1-Piperazinecarboxylic acid, ethyl ester → 4-(Ethoxycarbonyl)-1-(5-ethoxy-4-pyrimidinyl)piperazine

HRID 1647803
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반응식

HRID 1647803 반응식
Cl[C:2]1[C:7]([O:8][CH2:9][CH3:10])=[CH:6][N:5]=[CH:4][N:3]=1.[N:11]1([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.C([O-])([O-])=O.[K+].[K+]>CC#N>[CH2:20]([O:19][C:17]([N:11]1[CH2:12][CH2:13][N:14]([C:2]2[C:7]([O:8][CH2:9][CH3:10])=[CH:6][N:5]=[CH:4][N:3]=2)[CH2:15][CH2:16]1)=[O:18])[CH3:21]
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참가 물질

5

반응물 3

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 11430Potassium CarbonateHCID 19003014HCID 19003014, 화합물

생성물 1

HCID 199216314-(Ethoxycarbonyl)-1-(5-ethoxy-4-pyrimidinyl)piperazine수율 65.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
23 °C

실험 절차

A mixture of 4-chloro-5-ethoxypyrimidine (1.98 g, 12.5 mmol), ethyl 1-piperazinecarboxylate (5.93 g, 37.5 mmol) and micropulverized K2CO3 (5.18 g, 37.5 mmol) was heated at reflux in CH3CN (75 mL) for 4 h. Upon cooling to 23° C. the solvent was removed under reduced pressure. The residue was dissolved in CH2Cl2 and washed with water (5 mL). The organic phase was dried with anhydrous K2CO3, filtered, and concentrated under reduced pressure. Silica gel chromatography (CH2Cl2 /MeOH;98:2) of the concentrate yielded product (2.29 g, 65%).

후처리

  1. temperaturewas heated
  2. customwas removed under reduced pressure
  3. dissolutionThe residue was dissolved in CH2Cl2
  4. washwashed with water (5 mL)
  5. dry with materialThe organic phase was dried with anhydrous K2CO3
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-be9cc9874ef24d2396173375641611f8
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05434154

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