Trifluoroacetic acid → HCID 18366628, compound

Reaction equation

O[CH:2]([C:23]1[N:27]([CH3:28])[C:26]2[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=2[N:24]=1)[C:3]1[S:18][C:6]2[N:7]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:8](=[O:13])[N:9]([CH3:12])[C:10](=[O:11])[C:5]=2[C:4]=1[S:19][CH:20]([CH3:22])[CH3:21].FC(F)(F)C(O)=O.C([SiH](CC)CC)C>>[CH3:12][N:9]1[C:10](=[O:11])[C:5]2[C:4]([S:19][CH:20]([CH3:21])[CH3:22])=[C:3]([CH2:2][C:23]3[N:27]([CH3:28])[C:26]4[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=4[N:24]=3)[S:18][C:6]=2[N:7]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:8]1=[O:13]

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 12052Triethylsilane

HCID 18366608HCID 18366608, compound

Product 1

HCID 18366628HCID 18366628, compoundYield 29.1%

Procedure

Prepared according to the method described in Example 39 from 6-[hydroxy(1-methyl-1H-benzimidazol-2-yl)methyl]-3-methyl-5-[(1-methylethyl)thio]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.48 g, Example 44), trifluoroacetic acid (6 ml) and triethylsilane (3 ml) with stirring at room temperature for 24 hours. After work up, the residue was absorbed onto silica and purified by flash silica chromatography eluting with acetone:isohexane (1:5) to give the title compound as a white foam (0.135 g).