Water → HCID 11773104、化合物

HRID 643688ノート

反応式

HRID 643688 の反応式
[NH2:1][C:2]1[CH:7]=[C:6](Br)[CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10].[CH:17]1([NH:20][C:21](=[O:30])[C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[C:24](I)[CH:23]=2)[CH2:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=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>[CH:17]1([NH:20][C:21]([C:22]2[CH:27]=[C:26]([C:6]3[CH:5]=[CH:4][C:3]([C:9](=[O:10])[C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[C:2]([NH2:1])[CH:7]=3)[C:25]([CH3:28])=[CH:24][CH:23]=2)=[O:30])[CH2:18][CH2:19]1

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 4149946(2-Amino-4-bromophenyl)(phenyl)methanoneHCID 21914546N-Cyclopropyl-3-iodo-4-methylbenzamide

生成物 1

HCID 11773104HCID 11773104、化合物収率 49%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
95 °C

実験手順

To a solution the (2-Amino-4-bromo-phenyl)-phenyl-methanone (276 mg, 1.0 mmol) and N-Cyclopropyl-3-iodo-4-methyl-benzamide (301 mg, 1.0 mmol) in 5 mL of methyl sulfoxide was added potassium carbonate (276 mg, 2.0 mmol) and followed by Pd(PPh3)4 (58 mg, 0.05 mmol). After the reaction mixture was stirred at 95° C. for 4 hours, the reaction mixture was allowed to cool to room temperature and 10 mL of water was added to the mixture. The resulting mixture was extracted with ethyl acetate (3×50 mL). The combined organic layers washed with water (10 mL) and brine (10 mL), dried over MgSO4, and the solvents were evaporated. The residue was purified by chromatography (hexanes:ethyl acetate=1:1) to give the desired compound as a colorless solid (180 mg, 49%).

後処理

  1. temperatureto cool to room temperature
  2. extractionThe resulting mixture was extracted with ethyl acetate (3×50 mL)
  3. washThe combined organic layers washed with water (10 mL) and brine (10 mL)
  4. dry with materialdried over MgSO4
  5. customthe solvents were evaporated
  6. customThe residue was purified by chromatography (hexanes:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-5424cc6b2e0d42fc8622fc146ddef4e7
出典データセット
uspto-grants-2010_04
特許番号
US07700622B2

反応ノート

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