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

HRID 398229

반응식

HRID 398229 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-fec6929bdd264ea29c0f7240ec5d8128
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610847B2

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