吡啶 → HCID 86662341，化合物

HRID 921998

反应方程式

HRID 921998 反应方程式
[Cl:1][CH2:2][C:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)=[O:4].[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(OCC)(=O)C>[Cl-:1].[C:13]([NH:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][C:3](=[O:4])[CH2:2][N+:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:7][CH:8]=1)(=[O:15])[CH3:14]

参与物

4

反应物 2

HCID 1049吡啶HCID 13277664氯乙酸-4-乙酰氨基苯酯

产物 1

HCID 86662341HCID 86662341，化合物收率 97%

试剂、催化剂与溶剂 1

HCID 8857乙酸乙酯溶剂

实验过程

4-Acetamidophenyl 2-chloroacetate [2] (1.138 g, 5 mmol) and pyridine (0.475 g, 6 mmol) were suspended in 50 ml of anhydrous ethyl acetate and refluxed for 48 hrs. After cooling to room temperature the white precipitate was filtered, washed with ethylacetate and diethylether and dried under reduced pressure to give [5] in 97% yield. The product was pure according to 1H NMR and was directly subjected to the next step without further purification. The desired compound is isolated as a colourless powder. 1H-NMR (300 MHz, d6-DMSO) δ(ppm)=10.31 (s, 1H), 9.27 (d, J=6.5 Hz, 2H), 8.76 (t, 7.9 Hz, 1H), 8.29 (t, 7.2 Hz, 2H), 7.71 (d, J=9.7 Hz, 2H), 7.11 (d, J=9.7 Hz, 2H), 4.69 (s, 2H), 2.08 (s, 3H). mp 199° C. (dec), T5%onset 198° C.

后处理

  1. temperaturerefluxed for 48 hrs
  2. filtrationwas filtered
  3. washwashed with ethylacetate and diethylether
  4. customdried under reduced pressure

来源与证据

ORD记录
ord-80e450c50c8f441480a2e0140187d156
来源数据集
uspto-grants-2016_03
专利号
US09278134B2

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