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Chloroacetic Acid → HCID 67322178, 화합물

HRID 1846676
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HRID 1846676 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[C:5]([NH:7][C:8]1[C:9]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6].Cl[CH2:25][C:26]([OH:28])=[O:27]>CN(C)C=O.O>[Cl:14][C:12]1[CH:13]=[C:8]([NH:7][C:5](=[O:6])[C:4]2[CH:21]=[CH:22][CH:23]=[C:2]([Cl:1])[CH:3]=2)[C:9]([N:15]2[CH2:20][CH2:19][N:18]([CH2:25][C:26]([OH:28])=[O:27])[CH2:17][CH2:16]2)=[N:10][CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 300Chloroacetic AcidHCID 67323078HCID 67323078, 화합물

생성물 1

HCID 67322178HCID 67322178, 화합물수율 11%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 0.100 g (0.285 mmol) of 3-chloro-N-(5-chloro-2-piperazin-1-yl-pyridin-3-yl)-benzamide and 0.040 g (0.43 mmol) of chloroacetic acid in N,N-dimethylformamide is stirred overnight at room temperature then heated to 100° C. for 24 hours. The mixture is cooled to room temperature, diluted with water, and extracted with ethyl acetate. The aqueous phase is concentrated under reduced pressure and the residue is purified by preparative reverse phase HPLC to provide 0.009 g (11%) of {4-[5-chloro-3-(3-chloro-benzoylamino)-pyridin-2-yl]-piperazin-1-yl}-acetic acid as a white solid.

후처리

  1. temperaturethen heated to 100° C. for 24 hours
  2. temperatureThe mixture is cooled to room temperature
  3. extractionextracted with ethyl acetate
  4. concentrationThe aqueous phase is concentrated under reduced pressure
  5. customthe residue is purified by preparative reverse phase HPLC

출처 및 근거

ORD 기록
ord-c4979ca620fc499f80226eb886c97c4e
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952004B2

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