[H-].[Na+].[Br:3][C:4]1[C:12]2[CH:11]=[N:10][CH:9]=[N:8][C:7]=2[NH:6][CH:5]=1.Br[CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16].O>CN(C=O)C>[C:18]([O:17][C:15](=[O:16])[CH2:14][N:6]1[C:7]2[N:8]=[CH:9][N:10]=[CH:11][C:12]=2[C:4]([Br:3])=[CH:5]1)([CH3:21])([CH3:20])[CH3:19]To suspension of NaH (60% in mineral oil, 34 mg, 0.85 mmol) in DMF (1.5 mL) at 0° C. under nitrogen atmosphere was added a solution of 5-bromo-7H-pyrrolo[2,3-d]pyrimidine (140 mg, 0.71 mmol) in DMF (1.5 mL). The reaction mixture was stirred at 0° C. for 30 min and tert-butyl bromoacetate (104 μL, 0.71 mmol) was slowly added. The mixture was further stirred at RT for 30 min, then poured into water and extracted with EtOAc (×3). The combined organic extracts were washed with water, dried (Na2SO4), filtered and concentrated. MS (UPLC/MS): 312.3/314.2 [M+H]+.
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