Ammonium Hydroxide → HCID 59234713、化合物

HRID 547515ノート

反応式

HRID 547515 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([NH:12][C:13]2[C:14]([C:26](O)=[O:27])=[N:15][N:16]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=2)=[O:11])=[CH:4][CH:3]=1.[NH4+:29].[OH-]>O1CCCC1.C(Cl)(=O)C(Cl)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][CH2:9][C:10]([NH:12][C:13]2[C:14]([C:26]([NH2:29])=[O:27])=[N:15][N:16]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:17]=2)=[O:11])=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 14923Ammonium HydroxideHCID 25009726KR-33494

生成物 1

HCID 59234713HCID 59234713、化合物収率 19%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 65578Oxalyl chloride溶媒

実験手順

113 mg (0.3 mM) of the compound obtained in Example 23 was dissolved in 1 ml of tetrahydrofuran to which 60 μl (0.7 mM) of oxalyl chloride was added dropwise, and the resulting mixture was stirred under a nitrogen atmosphere for 30 minutes. Subsequently, 70 μl of NH4OH was added thereto, and the resulting mixture was stirred under a nitrogen atmosphere for 1 hour. The solvent was distilled off under reduced pressure, and the resultant was extracted with ethyl acetate and brine. The organic solvent layer was dried over anhydrous sodium sulfate, filtered, and then distilled under reduced pressure. The resulting impure compound was purified by column chromatography (hexane:ethyl acetate=2:1), to obtain 21 mg (19%) of the title compound.

後処理

  1. additionwas added dropwise
  2. stirringthe resulting mixture was stirred under a nitrogen atmosphere for 1 hour
  3. distillationThe solvent was distilled off under reduced pressure
  4. extractionthe resultant was extracted with ethyl acetate and brine
  5. dry with materialThe organic solvent layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. distillationdistilled under reduced pressure
  8. customThe resulting impure compound was purified by column chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-41f7026ebe40465ba8d1fe9a21c03d8c
出典データセット
uspto-grants-2011_05
特許番号
US07939550B2

反応ノート

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