Boron tribromide → N-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-hydroxyphenyl]benzenesulphonamide
Reaction equation
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][S:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)(=[O:20])=[O:19])=[C:13]([O:27]C)[CH:12]=3)=[CH:9][N:8]([CH:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)[C:4]=2[N:5]=[CH:6][N:7]=1.B(Br)(Br)Br>ClCCl>[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][S:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)(=[O:20])=[O:19])=[C:13]([OH:27])[CH:12]=3)=[CH:9][N:8]([CH:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)[C:4]=2[N:5]=[CH:6][N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a similar manner to Example 33, N-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]benzenesulphonamide was reacted with boron tribromide in dichloromethane at -10° C. to give N-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-hydroxyphenyl]benzenesulphonamide, m.p. 265-267° C. The structure was confirmed by 1H nmr and mass spectra.