碳酸氢钠 → HCID 178477970，化合物

HRID 455143

反应方程式

HRID 455143 反应方程式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]([NH:20][NH2:21])=O)=[CH:4][CH:3]=1.Cl.[N:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29](=N)[NH2:30].C([O-])(O)=O.[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]2[NH:30][C:29]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][N:23]=3)=[N:21][N:20]=2)=[CH:4][CH:3]=1

参与物

5

反应物 3

HCID 516892碳酸氢钠HCID 124036152-脒基吡啶盐酸盐HCID 670291592-(2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide

产物 1

HCID 178477970HCID 178477970，化合物

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

反应条件

温度
120 °C

实验过程

A mixture of 2-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide (0.55 mmol, 1.0 eq) in DMF (1-2 ml) and picolinimidamide hydrochloride (1.5 eq) was heated at 120° C. for 3 h. The mixture was cooled to rt, treated with sat. NaHCO3 (5 ml), extracted with CH2Cl2 (10 ml). The organic solution was dried with Na2SO4, evaporated under vacuum. The crude product was purified by HPLC. M/e+ 387 for C21H16ClN6 (M+H)+; 1H-NMR (400 MHz, CD3OD) δ 9.11 (d, J=1.4 Hz, 1H), 8.56 (d, J=3.7 Hz, 1H), 8.36 (d, J=6.2 Hz, 2H), 7.77 (d, J=8.4 Hz, 2H), 7.70 (dt, J=8.4, 2.9 Hz, 2H), 7.36 (m, 2H), 6.99 (m, 2H), 4.64 (s, 2H) ppm.

后处理

  1. temperatureThe mixture was cooled to rt
  2. extractionextracted with CH2Cl2 (10 ml)
  3. dry with materialThe organic solution was dried with Na2SO4
  4. customevaporated under vacuum
  5. customThe crude product was purified by HPLC

来源与证据

ORD记录
ord-7298ab0a1a6f476d8420421f50ffba9f
来源数据集
uspto-grants-2013_07
专利号
US08497278B2

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