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

HRID 1516849ノート

反応式

HRID 1516849 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
160 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d3142205af50431d87bbc2c7b566f4c4
出典データセット
uspto-grants-2012_07
特許番号
US08227601B2

反応ノート

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