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Methylamine → 2-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid methylamide

HRID 455037
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인쇄 미리보기

반응식

HRID 455037 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH2:18][N:19]3[C:23]([C:24](OC)=[O:25])=[N:22][CH:21]=[N:20]3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[N:10]=2)[CH:7]=1.[CH3:28][NH2:29]>CO>[CH3:28][NH:29][C:24]([C:23]1[N:19]([CH2:18][C:8]2[N:6]3[CH:7]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]3=[N:10][C:9]=2[C:11]2[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[N:20]=[CH:21][N:22]=1)=[O:25]
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참가 물질

4

반응물 2

HCID 6329MethylamineHCID 67027486Methyl 1-((6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-yl)methyl)-1H-1,2,4-triazole-5-carboxylate

생성물 1

HCID 670274852-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-2H-[1,2,4]triazole-3-carboxylic acid methylamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 1-((6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-yl)methyl)-1H-1,2,4-triazole-5-carboxylate was treated with excess methylamine in methanol in a sealed tube at 80° C. for several hours until the reaction was completed as judged by TLC or LC analysis. Solvent was evaporated and the crude product was purified by chromatography (SiO2 column, eluted with 50% acetone). m/e+ 361 for C20H21N6O [M+H]+; 1H-NMR (300 MHz, CDCl3) δ 8.13 (d, J=0.6 Hz, 1H), 7.87 (d, J=8.1 Hz, 2H), 7.65 (s, 1H), 7.57 (d, J=9.3 Hz, 1H), 7.27 (d, J=8.1 Hz, 2H), 7.08 (dd, J=1.2, 9.3 Hz, 1H), 6.32 (s, 2H), 3.06 (d, J=5.1 Hz, 3H), 2.50 (bs, 1H), 2.41 (s, 3H), 2.31 (s, 3H) ppm; 13C-NMR (75 MHz, CDCl3, δ) 158.440, 150.38, 146.788, 146.587, 138.174, 131.289, 129.586, 129.413, 128.819, 128.612, 122.655, 122.094, 117.100, 113.447, 44.395, 26.393, 21.605, 18.714 ppm.

후처리

  1. customSolvent was evaporated
  2. customthe crude product was purified by chromatography (SiO2 column, eluted with 50% acetone)

출처 및 근거

ORD 기록
ord-7234dcbf1a294744a8beac593776c067
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497278B2

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