Sodium hydride → HCID 17959426、化合物

HRID 28455

反応式

HRID 28455 の反応式
[H-].[Na+].[NH2:3][C:4]1[C:9]([Cl:10])=[CH:8][N:7]=[CH:6][C:5]=1[Cl:11].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:32]=[CH:33][CH:34]=1)[CH2:17][N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][N:25]=2)[C:20]([C:27](=[O:31])[C:28](Cl)=[O:29])=[CH:19]1>C1COCC1>[Cl:11][C:5]1[CH:6]=[N:7][CH:8]=[C:9]([Cl:10])[C:4]=1[NH:3][C:28](=[O:29])[C:27]([C:20]1[C:21]2[C:26](=[N:25][CH:24]=[CH:23][CH:22]=2)[N:18]([CH2:17][C:16]2[CH:32]=[CH:33][CH:34]=[C:14]([O:13][CH3:12])[CH:15]=2)[CH:19]=1)=[O:31]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 898884-Amino-3,5-dichloropyridineHCID 179594641h-Pyrrolo[2,3-b]pyridine-3-acetyl chloride,1-[(3-methoxyphenyl)methyl]-a-oxo-

生成物 1

HCID 17959426HCID 17959426、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 2 g of sodium hydride in 20 mL of THF, 2.4 g of 4-amino-3,5-dichloropyridine (15 mmoles) in 30 mL of THF are added dropwise at −5° C. The mixture is then kept for one hour at 20° C. with stirring. Subsequently, the previously prepared suspension of 1-(3-methoxybenzyl)-7-azaindole-3-yl-glyoxylic acid chloride is added dropwise at about 0° C. Finally, the reaction mixture is refluxed for 4 hours, after which the solvent is removed under vacuum. The residue is stirred with 50 mL of ethyl acetate and 50 mL of water. The phases are separated and the organic phase is washed with water. The solvent is distilled off under vacuum and the residue recrystallized from ispropanol.

後処理

  1. additionare added dropwise at −5° C
  2. additionis added dropwise at about 0° C
  3. temperatureFinally, the reaction mixture is refluxed for 4 hours
  4. customafter which the solvent is removed under vacuum
  5. stirringThe residue is stirred with 50 mL of ethyl acetate and 50 mL of water
  6. customThe phases are separated
  7. washthe organic phase is washed with water
  8. distillationThe solvent is distilled off under vacuum
  9. customthe residue recrystallized from ispropanol

出典と根拠

ORDレコード
ord-5133f27b413943509b07aa12648a22b3
出典データセット
uspto-grants-2008_09
特許番号
US07419987B2

関連ノート

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