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Potassium Cyanide → 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile

HRID 888129
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HRID 888129 반응식
Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.C1(C)C=CC(S(O)=O)=CC=1.[Na].[C-:22]#[N:23].[K+]>CS(C)=O.O>[N:5]1[C:4]2[NH:8][CH:9]=[CH:10][C:3]=2[C:2]([C:22]#[N:23])=[N:7][CH:6]=1
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참가 물질

7

반응물 4

HCID 9032Potassium CyanideHCID 10818p-Toluenesulfinic acidHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5360545Sodium

생성물 1

HCID 552884807H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

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온도
100 °C

실험 절차

Commercially available 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1 g, 6.51 mmol) was dissolved in DMSO (15 mL) then p-toluenesulfinic acid, sodium salt (1.16 g, 6.51 mmol) and KCN (635 mg, 9.76 mmol) were added. The reaction mixture was heated at 100° C. for 17 h, cooled to RT and diluted with water. The mixture was extracted with EtOAc. The organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo to give 7H-pyrrolo[2,3-d]pyrimidine-4-carbonitrile as a light yellow solid.

후처리

  1. temperaturecooled to RT
  2. extractionThe mixture was extracted with EtOAc
  3. washThe organic layers were washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-833c1ae2d1d14930b150fb7ee3264b27
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247556B2

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