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Ammonium formate → 4-(4-(piperazin-1-yl)phenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester

HRID 1510037
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HRID 1510037 반응식
[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][N:27](C(OCC4C=CC=CC=4)=O)[CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 668635804-[4-(4-(Benzyloxycarbonyl)piperazin-1-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester

생성물 1

HCID 668633984-(4-(piperazin-1-yl)phenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester수율 95.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887
Methanol
용매
2회

실험 절차

3.5 g of 4-[4-(4-(benzyloxycarbonyl)piperazin-1-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester are placed in a 250 ml three-necked flask under an inert atmosphere. 66 ml of MeOH, then 1.67 g of ammonium formate followed by 1.41 g of 10% Pd/C (50% in water), are added. The mixture is brought to reflux of the methanol for 1 h 30 minutes and then brought back to ambient temperature. It is filtered on a Whatman filter under an inert atmosphere and then rinsing is carried out numerous times with methanol. The methanol is evaporated under reduced pressure. The mixture is taken up in dichloromethane and the organic phase is washed with the minimum amount of water. The organic phase is dried over sodium sulphate, filtered through a sintered glass filter and evaporated under reduced pressure. 2.5 g of 4-(4-(piperazin-1-yl)phenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid tert-butyl ester are obtained in the form of a white solid.

후처리

  1. additionare added
  2. custombrought back to ambient temperature
  3. filtrationIt is filtered on a Whatman
  4. filtrationfilter under an inert atmosphere
  5. washrinsing
  6. customThe methanol is evaporated under reduced pressure
  7. washthe organic phase is washed with the minimum amount of water
  8. dry with materialThe organic phase is dried over sodium sulphate
  9. filtrationfiltered through a sintered glass
  10. filtrationfilter
  11. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4c5a465131584081baf5c09eceb351bc
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211892B2

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