Bis(2-pyridylmethyl)amine → N1,N1-Di(2-pyridylmethyl)-2-[3-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetamide

HRID 910249

반응식

HRID 910249 반응식
[N:1]1[C:2]([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:20]=[CH:19][N:18]([CH2:21][C:22](O)=[O:23])[N:17]=3)=[CH:12][CH:11]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[CH:25]1[CH:30]=[C:29]([CH2:31][NH:32][CH2:33][C:34]2[N:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[N:28]=[CH:27][CH:26]=1.ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O.O.C(N(CC)CC)C>[N:28]1[CH:27]=[CH:26][CH:25]=[CH:30][C:29]=1[CH2:31][N:32]([CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][N:39]=1)[C:22](=[O:23])[CH2:21][N:18]1[CH:19]=[CH:20][C:16]([C:13]2[CH:12]=[CH:11][C:10]([C:2]3[N:1]=[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][N:4]4[CH:3]=3)=[CH:15][CH:14]=2)=[N:17]1

참가 물질

8

반응물 4

HCID 73759Bis(2-pyridylmethyl)amineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 674054892-[3-(4-Imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetic acid

생성물 1

HCID 67404464N1,N1-Di(2-pyridylmethyl)-2-[3-(4-imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetamide수율 72.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

2-[3-(4-Imidazo[1,2-a]pyridin-2-ylphenyl)-1H-1-pyrazolyl]acetic acid (51 mg), 2,2′-dipicolylamine (32 mg), and 1-hydroxybenzotriazole (27 mg) were dissolved in N,N-dimethylformamide (1 mL), and triethylamine (56 μL) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (38 mg) were added to the solution, followed by stirring at room temperature for 2 hours. Water was added to the reaction mixture, followed by extraction with chloroform and then drying over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to flash column chromatography. Fractions eluted by dichloromethane-methanol (20:1) were concentrated under reduced pressure, and the solid was recovered through filtration by use of diethyl ether, to thereby yield the title compound (58 mg).

후처리

  1. extractionfollowed by extraction with chloroform
  2. dry with materialdrying over magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. washFractions eluted by dichloromethane-methanol (20:1)
  5. concentrationwere concentrated under reduced pressure
  6. filtrationthe solid was recovered through filtration by use of diethyl ether

출처 및 근거

ORD 기록
ord-f9236efd8d384e90a53a9a1fa0931a3f
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022075B2

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