Trifluoroacetic acid → HCID 18366628, compound

HRID 379593Notes

Reaction equation

HRID 379593 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

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 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).

Workup

  1. customPrepared
  2. customAfter work up, the residue was absorbed onto silica
  3. custompurified by flash silica chromatography
  4. washeluting with acetone:isohexane (1:5)

Sources & evidence

ORD record
ord-8b189fb0e5d240cebad6d2d9dfb9135e
Source dataset
uspto-grants-2001_10
Patent number
US06300334B1

Reaction notes

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