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Ethanol → 4-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamine

HRID 387783
ノート
印刷プレビュー

反応式

HRID 387783 の反応式
[Cl-].[NH4+].C(O)C.O.[N+:7]([C:10]1[CH:31]=[CH:30][C:13]([O:14][C:15]2[C:16]3[CH:23]=[C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[NH:21][C:17]=3[N:18]=[CH:19][N:20]=2)=[CH:12][CH:11]=1)([O-])=O>[Fe].O1CCCC1>[C:24]1([C:22]2[NH:21][C:17]3[N:18]=[CH:19][N:20]=[C:15]([O:14][C:13]4[CH:30]=[CH:31][C:10]([NH2:7])=[CH:11][CH:12]=4)[C:16]=3[CH:23]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 589313154-(4-nitrophenoxy)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

生成物 1

HCID 589311894-(6-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenylamine収率 89.9%

試薬・触媒・溶媒 2

HCID 23925Iron
触媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
82.5 °C

実験手順

After adding 110 mg of iron powder, 220 mg of ammonium chloride, 10 ml of ethanol and 2 ml of water to 110 mg of 4-(4-nitrophenoxy)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine, the mixture was stirred at 80-85° C. for 2.5 hours. After returning the mixture to room temperature, 20 ml of tetrahydrofuran was added, and the mixture was stirred for 5 minutes and filtered with celite, after which 100 ml of ethyl acetate and 50 ml of water were added to the filtrate for liquid separation and extraction. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, filtered with plug cotton and concentrated to dryness to obtain 90 mg of the title compound.

後処理

  1. customto room temperature
  2. stirringthe mixture was stirred for 5 minutes
  3. filtrationfiltered with celite
  4. additionafter which 100 ml of ethyl acetate and 50 ml of water were added to the filtrate for liquid separation and extraction
  5. washThe organic layer was washed with saturated saline
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered with plug cotton
  8. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-c66fdbcd25e0407ba2d1cf7ae8a66f56
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08372981B2

反応ノート

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