Methanol → HCID 178437817、化合物

HRID 1754370ノート

反応式

HRID 1754370 の反応式
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

参加物

7

反応物 4

HCID 887MethanolHCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 178432833HCID 178432833、化合物

生成物 1

HCID 178437817HCID 178437817、化合物収率 72%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-36d69de34f3e4b71b6c2cd86e0dba1a4
出典データセット
uspto-grants-2015_10
特許番号
US09169248B2

反応ノート

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