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Hydrochloric Acid → 2-Amino-3-pyridin-4-yl-2-pyridin-4-ylmethyl-propionic acid methyl ester

HRID 1420785
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HRID 1420785 반응식
[CH3:1][O:2][C:3](=[O:33])[C:4]([N:19]=C(C1C=CC=CC=1)C1C=CC=CC=1)([CH2:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)[CH2:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1.Cl>C1COCC1>[CH3:1][O:2][C:3](=[O:33])[C:4]([NH2:19])([CH2:5][C:6]1[CH:7]=[CH:8][N:9]=[CH:10][CH:11]=1)[CH2:12][C:13]1[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 541067012-Benzhydrylideneamino-3-pyridin-4-yl-2-pyridin-4-ylmethyl-propionic acid methyl ester

생성물 1

HCID 154627782-Amino-3-pyridin-4-yl-2-pyridin-4-ylmethyl-propionic acid methyl ester수율 83.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Benzhydrylideneamino-3-pyridin-4-yl-2-pyridin-4-ylmethyl-propionic acid methyl ester (49.6 g, 113 mmol) was dissolved in anhydrous THF (640 ml). To the reaction was added 227 ml of a solution of 2.0 M aqueous hydrochloric acid (HCl). The mixture was stirred at ambient temperature for one hour. The reaction was subsequently concentrated under vacuum to remove the THF. The reaction was then partitioned between ethyl ether and water. The aqueous layer was washed two more times with ethyl ether. The pH of the aqueous layer was then adjusted to 9 with sodium carbonate (Na2CO3) and the solution is extracted with methylene chloride until virtually no product is left in the methylene chloride (CH2Cl2) layer. The CH2Cl2 extracts were combined, dried over Na2SO4, filtered and concentrated under vacuum to give 25.6 g (94.4 mmol) of the titled compound as a yellow solid.

후처리

  1. concentrationThe reaction was subsequently concentrated under vacuum
  2. customto remove the THF
  3. customThe reaction was then partitioned between ethyl ether and water
  4. washThe aqueous layer was washed two more times with ethyl ether
  5. extractionthe solution is extracted with methylene chloride until virtually no product
  6. waitis left in the methylene chloride (CH2Cl2) layer
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-7a5576927ce548288d0dfe43a646c38e
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06071935

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