Dichloromethane → HCID 178433171、化合物

HRID 505329ノート

反応式

HRID 505329 の反応式
I.[Br:2][C:3]1[CH:4]=[C:5]([Cl:16])[CH:6]=[C:7]2[C:12]=1[N:11]=[C:10](SC)[NH:9][CH:8]2[CH3:15].[O:17]([CH2:24][CH2:25][NH2:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH-].[Na+].C(Cl)Cl>C(#N)C.OO>[Br:2][C:3]1[CH:4]=[C:5]([Cl:16])[CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([NH:26][CH2:25][CH2:24][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH:9][CH:8]2[CH3:15]

参加物

7

反応物 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 156512-PhenoxyethanamineHCID 178503328HCID 178503328、化合物

生成物 1

HCID 178433171HCID 178433171、化合物収率 47%

試薬・触媒・溶媒 2

HCID 784Hydrogen Peroxide触媒HCID 6342Acetonitrile溶媒

反応条件

温度
200 °C

実験手順

8-Bromo-6-chloro-4-methyl-2-methylsulfanyl-3,4-dihydro-quinazoline hydroiodide (141 mg, 0.33 mmol) and 2-phenoxyethyl amine (53.5 mg, 0.39 mmol) were dissolved in acetonitrile (1 ml) and heated to 200° C. in a sealed tube in a microwave oven for 30 minutes. After cooling the reaction was treated with 1N aqueous sodium hydroxide solution, methylene chloride and 5 to 7 drops of 30% aqueous hydrogen peroxide solution. After the reaction has ceased the layers were separated and the aqueous phase was extracted with methylene chloride. The combined organic layers were dried over sodium sulfate, filtered, the solvent was evaporated and the residue was purified by column chromatography (CH2Cl2:MeOH:aq conc NH3=9:1:0.1) to yield the title compound as an off-white solid (60 mg, 47%).

後処理

  1. temperatureAfter cooling the reaction
  2. customwere separated
  3. extractionthe aqueous phase was extracted with methylene chloride
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. customthe solvent was evaporated
  7. customthe residue was purified by column chromatography (CH2Cl2:MeOH:aq conc NH3=9:1:0.1)

出典と根拠

ORDレコード
ord-c91c674f21094a928dd3ad36b2a9e099
出典データセット
uspto-grants-2010_08
特許番号
US07781441B2

反応ノート

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