Ethanol → 5-(6-Phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylsulfanyl)-thiophen-2-ylamine

HRID 387772ノート

反応式

HRID 387772 の反応式
[Cl-].[NH4+].CN(C)C=O.C(O)C.[N+:11]([C:14]1[S:18][C:17]([S:19][C:20]2[C:21]3[CH:28]=[C:27]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[NH:26][C:22]=3[N:23]=[CH:24][N:25]=2)=[CH:16][CH:15]=1)([O-])=O>[Fe].O1CCCC1.O>[C:29]1([C:27]2[NH:26][C:22]3[N:23]=[CH:24][N:25]=[C:20]([S:19][C:17]4[S:18][C:14]([NH2:11])=[CH:15][CH:16]=4)[C:21]=3[CH:28]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

参加物

8

反応物 4

HCID 702EthanolHCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 589312964-(5-Nitro-2-thiophenylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine

生成物 1

HCID 589310535-(6-Phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylsulfanyl)-thiophen-2-ylamine

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
90 °C

実験手順

After adding 543 mg of iron powder, 1.06 g of ammonium chloride, 10 ml of dimethylformamide, 20 ml of ethanol and 5 ml of water to the 4-(5-nitro-2-thiophenylsulfanyl)-6-phenyl-7H-pyrrolo[2,3-d]pyrimidine synthesized in Production Example 162-1, the mixture was stirred at 90° C. for 2 hours, 30 ml of tetrahydrofuran was added, and then the mixture was returned to room temperature and filtered with celite, and ethyl acetate and water were added to the filtrate for liquid separation and extraction. The organic layer was dried over anhydrous sodium sulfate, filtered with plug cotton and concentrated to dryness to obtain 435 mg of the title compound.

後処理

  1. customsynthesized in Production Example 162-1
  2. customwas returned to room temperature
  3. filtrationfiltered with celite, and ethyl acetate and water
  4. additionwere added to the filtrate for liquid separation and extraction
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered with plug cotton
  7. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-58cc322241c74e3ca6b3357f838ec2eb
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

反応ノート

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