Benzyl Chloride → 4-Chloro-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine

HRID 2180960

反応式

HRID 2180960 の反応式
[Cl:1][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:17](Cl)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C>[CH2:17]([N:8]1[C:4]2[N:5]=[CH:6][N:7]=[C:2]([Cl:1])[C:3]=2[CH:10]=[CH:9]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

生成物 1

HCID 151853564-Chloro-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine収率 80.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (250 mg/1.63 mmol) in 12 mL of DMF was added 676 mg (4.89 mmol) of potassium carbonate and the resulting mixture stirred at room temperature for 20 min. Benzylchloride (310 mg/2.45 mmol) was added and the new mixture stirred at room temperature for 24 h then filtered, concentrated and the residue purified by silica gel chromatography (3:1 hexanes/ethyl acetate) affording 318 mg (80%) of the title compound. LRMS: 244.1 (M+1).

後処理

  1. stirringthe new mixture stirred at room temperature for 24 h
  2. filtrationthen filtered
  3. concentrationconcentrated
  4. customthe residue purified by silica gel chromatography (3:1 hexanes/ethyl acetate)

出典と根拠

ORDレコード
ord-affa175cf51046d6b0233a2c43e55ad0
出典データセット
uspto-grants-2005_05
特許番号
US06890929B2

関連ノート

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