Diisopropylamine → HCID 58707368、化合物

HRID 450851

反応式

HRID 450851 の反応式
[Li]CCCC.C(NC(C)C)(C)C.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.[CH3:20][O:21][C:22]1[CH:23]=[CH:24][C:25]2[O:29][C:28]([C:30](OCC)=[O:31])=[CH:27][C:26]=2[CH:35]=1>C1COCC1>[CH3:20][O:21][C:22]1[CH:23]=[CH:24][C:25]2[O:29][C:28]([C:30]([C:19]3[C:14]([F:13])=[N:15][CH:16]=[CH:17][CH:18]=3)=[O:31])=[CH:27][C:26]=2[CH:35]=1

参加物

6

反応物 4

HCID 7912DiisopropylamineHCID 97462-FluoropyridineHCID 5212832-Benzofurancarboxylic acid, 5-methoxy-, ethyl esterHCID 178418339Butyllithium

生成物 1

HCID 58707368HCID 58707368、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

At 0° C. a solution of n-BuLi (0.73 ml, 1.17 mmol) is added to diisopropylamine (0.18 ml, 1.3 mmol). The mixture is stirred for 30 minutes at the same temperature before the resulting solution is added dropwise to a solution 2-fluoropyridine (0.1 ml, 1.17 mmol) in THF (3 ml) at −78° C. After stirring for one hour ethyl 5-methoxy-benzofuran-2-carboxylate (0.25 g, 1.17 mmol) in THF (4 ml) is added and stirring is continued for 2 hours at the same temperature. The reaction mixture is allowed to reach room temperature before quenching with saturated aqueous ammonium chloride solution. The product is extracted with ethyl acetate. Chromatography on silicagel gives the title compound, m.p. 130-134° C.

後処理

  1. additionis added
  2. stirringstirring
  3. waitis continued for 2 hours at the same temperature
  4. customto reach room temperature
  5. custombefore quenching with saturated aqueous ammonium chloride solution
  6. extractionThe product is extracted with ethyl acetate

出典と根拠

ORDレコード
ord-4f9700d19aa143c8b8ca4e8e7adabb95
出典データセット
uspto-grants-2013_07
特許番号
US08486996B2

関連ノート

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