Triethylamine → 6-(2-chloropyrimidin-4-ylamino)-N,2-dimethylbenzofuran-3-carboxamide

HRID 16236ノート

反応式

HRID 16236 の反応式
CCN(CC)CC.[Cl:8][C:9]1[N:14]=[C:13](Cl)[CH:12]=[CH:11][N:10]=1.[NH2:16][C:17]1[CH:30]=[CH:29][C:20]2[C:21]([C:25]([NH:27][CH3:28])=[O:26])=[C:22]([CH3:24])[O:23][C:19]=2[CH:18]=1>CCO>[Cl:8][C:9]1[N:14]=[C:13]([NH:16][C:17]2[CH:30]=[CH:29][C:20]3[C:21]([C:25]([NH:27][CH3:28])=[O:26])=[C:22]([CH3:24])[O:23][C:19]=3[CH:18]=2)[CH:12]=[CH:11][N:10]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 775312,4-DichloropyrimidineHCID 597308036-amino-N,2-dimethylbenzofuran-3-carboxamide

生成物 1

HCID 592247466-(2-chloropyrimidin-4-ylamino)-N,2-dimethylbenzofuran-3-carboxamide収率 80%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Et3N (1 mmol) was added to a solution of 2,4-dichloropyrimidine (1 mmol) and 6-amino-N,2-dimethylbenzofuran-3-carboxamide (1 mmol) in 5 ml EtOH. The reaction mixture was refluxed for 5 hours. After removal of the solvent in vacuo and addition of H2O, the mixture was subjected to extraction with EtOAc. The organic layers were combined, washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated in vacuo. The resulting residue was purified by column chromatography to give 6-(2-chloropyrimidin-4-ylamino)-N,2-dimethylbenzofuran-3-carboxamide in a yield of 80%.

後処理

  1. temperatureThe reaction mixture was refluxed for 5 hours
  2. customAfter removal of the solvent
  3. additionin vacuo and addition of H2O
  4. extractionthe mixture was subjected to extraction with EtOAc
  5. washwashed with water and brine sequentially
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-8c822fe44f9b48d29be898fc7bcb9c37
出典データセット
uspto-grants-2010_06
特許番号
US07737157B2

反応ノート

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