Bromotrimethylsilane → HCID 11013760, compound

HRID 2229223Notes

Reaction equation

HRID 2229223 reaction equation
C([O:3][P:4]([C:9]1[C:10](=[O:28])[NH:11][C:12]2[C:17]([CH:18]=1)=[CH:16][C:15]([N:19]1[CH:23]=[CH:22][CH:21]=[CH:20]1)=[C:14]([C:24]([F:27])([F:26])[F:25])[CH:13]=2)(=[O:8])[O:5]CC)C.Br[Si](C)(C)C>C(#N)C>[O:28]=[C:10]1[C:9]([P:4](=[O:3])([OH:8])[OH:5])=[CH:18][C:17]2[C:12](=[CH:13][C:14]([C:24]([F:27])([F:26])[F:25])=[C:15]([N:19]3[CH:20]=[CH:21][CH:22]=[CH:23]3)[CH:16]=2)[NH:11]1

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 86758352HCID 86758352, compound

Product 1

HCID 11013760HCID 11013760, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A suspension in acetonitrile of 235 mg (0.567 mmol) of the compound obtained in Example 29 and 0.75 ml (5.67 mmol) of bromotrimethylsilane is heated for 1 hour 30 minutes at reflux of the acetonitrile (3 ml). Evaporation to dryness is carried out, the residue is taken up in methanol, and the solution is stirred for 30 minutes and then evaporated to dryness again. The residue is triturated in acetonitrile and the precipitate corresponding to the title product is filtered off.

Workup

  1. customEvaporation to dryness
  2. customevaporated to dryness again
  3. customThe residue is triturated in acetonitrile
  4. filtrationthe precipitate corresponding to the title product is filtered off

Sources & evidence

ORD record
ord-87975ab198fc47f18d2d5c404d969f62
Source dataset
uspto-grants-2002_07
Patent number
US06420386B1

Reaction notes

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