Bromoform → Ethyl 6-bromo-2-[(2,3-difluorobenzyl)thio]-9H-purin-8-ylcarbamate
Reaction equation
N[C:2]1[N:10]=[C:9]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=2[F:20])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([NH:21][C:22](=[O:26])[O:23][CH2:24][CH3:25])[NH:6]2.N(OCCC(C)C)=O.C(Br)(Br)[Br:36]>>[Br:36][C:2]1[N:10]=[C:9]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:14]=2[F:20])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([NH:21][C:22](=[O:26])[O:23][CH2:24][CH3:25])[NH:6]2Participants
4
Procedure
The product of example 5, step (d) (1 g) was dissolved in bromoform (14 ml) and iso-amyl nitrite (0.1 ml) and heated at 40° C. for 5 hr. The reaction mixture was then evaporated to dryness and purified by flash chromatography on silica gel with 20% ethyl acetate in dichloromethane, yielding the subtitled compound as a yellow solid (208 mg).
Workup
- custom