Ethanol → 4-ethoxy-7H-pyrrolo[2,3-d]pyrimidine

반응식

Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[OH-].[K+].[CH2:13]([OH:15])[CH3:14]>>[CH2:13]([O:15][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1)[CH3:14]

참가 물질

반응물 3

HCID 702Ethanol

HCID 14797Potassium Hydroxide

HCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

생성물 1

HCID 579632454-ethoxy-7H-pyrrolo[2,3-d]pyrimidine

실험 절차

To 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1, 300 mg, 1.95 mmol) in 3.0 mL of ethanol, potassium hydroxide (226 mg, 4.03 mmol) was added and the reaction was microwaved at 120° C. for 3 hours. The reaction was extracted in ethyl acetate and aqueous saturated ammonium chloride. The organic layer was separated and washed with brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was recrystallized with methanol to provide the desired compound (47, 213 mg). MS (ESI) [M+H+]+=164.9.