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

HRID 387772노트

반응식

HRID 387772 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 23925Iron촉매HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58cc322241c74e3ca6b3357f838ec2eb
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372981B2

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