Methanol → HCID 178437817，化合物

HRID 1754370笔记

反应方程式

HRID 1754370 反应方程式
I[C:2]1[NH:6][C:5]([CH3:7])=[N:4][C:3]=1[C:8]([F:11])([F:10])[F:9].C([O-])([O-])=O.[K+].[K+].CO.CO[CH2:22][CH2:23]OC>O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:7][C:5]1[NH:6][C:2]([CH:22]=[CH2:23])=[C:3]([C:8]([F:11])([F:10])[F:9])[N:4]=1

参与物

7

反应物 4

HCID 887MethanolHCID 8071乙二醇二甲醚HCID 11430碳酸钾HCID 178432833HCID 178432833，化合物

产物 1

HCID 178437817HCID 178437817，化合物收率 72%

试剂、催化剂与溶剂 2

HCID 178418397HCID 178418397，化合物催化剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

反应条件

温度
80 °C

实验过程

To a solution of 5-iodo-2-methyl-4-(trifluoromethyl)-1H-imidazole (1.98 g, 7.2 mmol) in DME (20 mL) and H2O (4 mL) was added K2CO3 (10 g, 71.9 mmol), trivinylboronic anhydride pyridine complex (1.73 g, 7.19 mmol) and Pd(PPh3)4 (830 mg, 0.719 mmol). The resulting reaction mixture was stirred at 80° C. for 3 h. MeOH (100 mL) was then added to the reaction mixture and the mixture was filtered, concentrated in vacuo, and purified by flash chromatography (SiO2, 10% MeOH/CH2Cl2) to obtain 2-methyl-4-(trifluoromethyl)-5-vinyl-1H-imidazole (911 mg, 5.17 mmol, 72% yield) as a brown syrup.

后处理

  1. customThe resulting reaction mixture
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated in vacuo
  4. custompurified by flash chromatography (SiO2, 10% MeOH/CH2Cl2)

来源与证据

ORD记录
ord-36d69de34f3e4b71b6c2cd86e0dba1a4
来源数据集
uspto-grants-2015_10
专利号
US09169248B2

反应笔记

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