Chloroform → 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine

HRID 1516849

반응식

HRID 1516849 반응식
C([N:8]1[C:16]2[C:15]([Cl:17])=[N:14][C:13]([Cl:18])=[N:12][C:11]=2[CH:10]=[CH:9]1)C1C=CC=CC=1.[Al+3].[Cl-].[Cl-].[Cl-].C(Cl)(Cl)Cl>ClC1C=CC=CC=1Cl>[Cl:18][C:13]1[N:14]=[C:15]([Cl:17])[C:16]2[NH:8][CH:9]=[CH:10][C:11]=2[N:12]=1

참가 물질

5

반응물 3

HCID 6212ChloroformHCID 6451240Aluminum(III) ChlorideHCID 147277655-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine

생성물 1

HCID 53750532,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

반응 조건

온도
160 °C

실험 절차

To a suspension of 5-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine (177 mg, 0.64 mmol) in 1,2-dichlorobenzene (20 mL) was added AlCl3 (852 mg, 6.4 mmol). The reaction mixture was heated at 160° C. for 1.5 h, during which the reaction mixture became dark and homogeneous. Upon completion of the reaction, the reaction mixture was cooled, added CHCl3 and washed with NH4Cl. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Added Hexanes and filtered off the product as purple solids (100 mg, 80%) and used for the next step without further purification.

후처리

  1. customUpon completion of the reaction
  2. temperaturethe reaction mixture was cooled
  3. washwashed with NH4Cl
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. filtrationAdded Hexanes and filtered off the product as purple solids (100 mg, 80%)
  9. customused for the next step without further purification

출처 및 근거

ORD 기록
ord-d3142205af50431d87bbc2c7b566f4c4
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227601B2

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