Dimethylformamide → 4-(3-Nitrophenoxy)-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidine

HRID 387743

反応式

HRID 387743 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.Cl[C:23]1[C:24]2[C:31]([CH3:32])=[C:30]([CH3:33])[NH:29][C:25]=2[N:26]=[CH:27][N:28]=1>O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][C:23]1[C:24]2[C:31]([CH3:32])=[C:30]([CH3:33])[NH:29][C:25]=2[N:26]=[CH:27][N:28]=1)([O-:3])=[O:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 111373-NitrophenolHCID 11430Potassium CarbonateHCID 130411444-chloro-5,6-dimethyl-7H-pyrrolo(2,3-d)pyrimidine

生成物 1

HCID 589311454-(3-Nitrophenoxy)-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidine収率 46.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
125 °C

実験手順

After adding 3-nitrophenol (243 mg), potassium carbonate (268 mg) and dimethylformamide (2 ml) to the 4-chloro-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidine (177 mg) described in Journal of Medicinal Chemistry, 1996, Vol. 39, No. 12, 2285-2292, the mixture was stirred at 120-130° C. for 72 hours. This was returned to room temperature, water was added, extraction was performed with a tetrahydrofuran and ethyl acetate mixed solution, and then the organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and concentrated to dryness. The obtained crystals were washed with diethyl ether to obtain the title compound (130 mg).

後処理

  1. customThis was returned to room temperature
  2. extractionextraction
  3. washthe organic layer was washed with saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated to dryness
  6. washThe obtained crystals were washed with diethyl ether

出典と根拠

ORDレコード
ord-63b0879abf924eaabe53a54cd990fcb0
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

関連ノート

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