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Hydrochloric Acid → HCID 22122267, 화합물

HRID 1859176
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HRID 1859176 반응식
[N:1]([CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([CH:12]([C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[CH2:13][C:14]([O:16][CH:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[C:8](=[O:36])[C:7]1=[O:37])=[N+]=[N-].Cl.CN(C)C=O.C(=O)([O-])O.[Na+]>[C].[Pd].C(Cl)Cl>[NH2:1][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([CH:12]([C:30]2[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=2)[CH2:13][C:14]([O:16][CH:17]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:15])[C:8](=[O:36])[C:7]1=[O:37]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 22122152HCID 22122152, 화합물

생성물 1

HCID 22122267HCID 22122267, 화합물수율 30.1%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매
HCID 6344Dichloromethane용매

실험 절차

A mixture of 0.7 g of diphenylmethyl 3-[4-(2-azidoethyl)-2,3-dioxopiperazin-1-yl]-3-(pyridin-3-yl)-propionate, 0.13 g of 5% palladium-carbon, 2.8 ml of 1N hydrochloric acid and 7 ml of N,N-dimethylformamide was subjected to hydrogenation at ordinary temperature and atmospheric pressure for 2 hours. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. To the resulting residue were added 5 ml of diethyl ether and 1 ml of ethyl acetate and the resulting mixture was filtered to obtain a white solid. The solid obtained was added to a mixed solvent of 20 ml of methylene chloride and 10 ml of a saturated aqueous sodium hydrogencarbonate solution and stirred for 10 minutes. The organic layer was separated and the aqueous layer was extracted with two 10-ml portions of methylene chloride. The combined organic layer was washed with water and then a saturated aqueous sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain 0.2 g of diphenylmethyl 3-[4-(2-aminoethyl)-2,3-dioxopiperazin-1-yl]-3-(pyridin-3-yl)-propionate as a brown oil.

후처리

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionTo the resulting residue were added 5 ml of diethyl ether and 1 ml of ethyl acetate
  5. filtrationthe resulting mixture was filtered
  6. customto obtain a white solid
  7. customThe solid obtained
  8. customThe organic layer was separated
  9. extractionthe aqueous layer was extracted with two 10-ml portions of methylene chloride
  10. washThe combined organic layer was washed with water
  11. dry with materialAfter drying over anhydrous magnesium sulfate
  12. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-d1f640eec7794022b2d84a390cc65eca
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06153613

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