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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-cyclopropyl-1-{2-ethoxy-4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxamide

HRID 1717333
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HRID 1717333 반응식
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([C:10]([NH:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH:6][C:5]=1[N:15]1[CH:19]=[C:18]([C:20]([OH:22])=O)[N:17]=[N:16]1)[CH3:2].[CH:23]1([NH2:26])[CH2:25][CH2:24]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.C(=O)([O-])O.[Na+]>CN(C=O)C.C(OCC)(=O)C.C(N(CC)CC)C>[CH:23]1([NH:26][C:20]([C:18]2[N:17]=[N:16][N:15]([C:5]3[CH:6]=[CH:7][C:8]([C:10]([NH:12][CH2:13][CH3:14])=[O:11])=[CH:9][C:4]=3[O:3][CH2:1][CH3:2])[CH:19]=2)=[O:22])[CH2:25][CH2:24]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 69828CyclopropylamineHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 685156141-[2-ethoxy-4-[(ethylamino)carbonyl]phenyl]-1H-1,2,3-Triazole-4-carboxylic acid

생성물 1

HCID 57664951
N-cyclopropyl-1-{2-ethoxy-4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxamide
수율 76%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1-{2-ethoxy-4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxylic acid (0.36 g) obtained in Example 131f) in DMF (3 ml) were successively added cyclopropylamine (0.10 ml), triethylamine (0.20 ml), HOBt (0.22 g) and WSC (0.27 g), and the reaction mixture was stirred at room temperature overnight. To the reaction mixture were added saturated aqueous sodium hydrogen carbonate solution and ethyl acetate, and the organic layer was separated. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol-water to give the title compound as a white powder (0.31 g, 76%).

후처리

  1. customthe organic layer was separated
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was recrystallized from ethanol-water

출처 및 근거

ORD 기록
ord-5b565311ddc24002a046127cc40c74e3
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07803822B2

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