Trifluoroacetic acid → HCID 22063789, compound

HRID 1828539Notes

Reaction equation

HRID 1828539 reaction equation
C([O:5][C:6]([CH2:8][S:9][C:10]1[N:11]=[C:12]2[CH:29]=[C:28]([CH2:30][CH2:31][C:32]3[S:33][CH:34]=[C:35]([CH:37]([CH3:39])[CH3:38])[N:36]=3)[CH:27]=[CH:26][N:13]2[C:14](=[O:25])[C:15]=1/[CH:16]=[CH:17]/[C:18]([O:20]C(C)(C)C)=[O:19])=[O:7])(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:6]([CH2:8][S:9][C:10]1[N:11]=[C:12]2[CH:29]=[C:28]([CH2:30][CH2:31][C:32]3[S:33][CH:34]=[C:35]([CH:37]([CH3:39])[CH3:38])[N:36]=3)[CH:27]=[CH:26][N:13]2[C:14](=[O:25])[C:15]=1/[CH:16]=[CH:17]/[C:18]([OH:20])=[O:19])([OH:7])=[O:5]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 86588149HCID 86588149, compound2×

Product 1

HCID 22063789HCID 22063789, compoundYield 26.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The tert-butyl (E)-3-{2-(tert-butoxycarbonylmethylthio)-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoate (19 mg) obtained in (B) was dissolved in methylene chloride (2 ml), added with triethylsilane (0.5 ml) and trifluoroacetic acid (0.5 ml), and then the mixture was stirred at room temperature for 5 hours. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to obtain the title compound (4 mg) as yellow powder.

Workup

  1. customAfter the solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-53136bc171b04e578c1a28c527299188
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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