Bromotrimethylsilane → HCID 11088971, compound

HRID 2229220Notes

Reaction equation

HRID 2229220 reaction equation
C([O:3][P:4]([C:9]1[C:10](=[O:26])[NH:11][C:12]2[C:17]([CH:18]=1)=[CH:16][C:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[C:14]([Cl:25])[CH:13]=2)(=[O:8])[O:5]CC)C.Br[Si](C)(C)C>C(#N)C>[Cl:25][C:14]1[CH:13]=[C:12]2[C:17]([CH:18]=[C:9]([P:4](=[O:3])([OH:5])[OH:8])[C:10](=[O:26])[NH:11]2)=[CH:16][C:15]=1[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 15511756HCID 15511756, compound

Product 1

HCID 11088971HCID 11088971, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The compound obtained in Example 1 (130 mg, 0.33 mmol) is suspended in 10 ml of anhydrous acetonitrile, 0.435 ml (3.3 mmol) of bromotrimethylsilane are added and the mixture is stirred at reflux for 1 hour. Evaporation to dryness is carried out. The residue is dried in vacuo and dissolved in methanol. The solution is stirred for 20 minutes, evaporated to dryness, taken up in acetonitrile, and triturated to obtain a homogeneous precipitate. The white precipitate is filtered off and rinsed with a small amount of acetonitrile and then ether to yield the title compound.

Workup

  1. temperatureat reflux for 1 hour
  2. customEvaporation to dryness
  3. customThe residue is dried in vacuo
  4. dissolutiondissolved in methanol
  5. stirringThe solution is stirred for 20 minutes
  6. customevaporated to dryness
  7. customtriturated
  8. customto obtain a homogeneous precipitate
  9. filtrationThe white precipitate is filtered off
  10. washrinsed with a small amount of acetonitrile

Sources & evidence

ORD record
ord-c978a20bc5294b03ab7dee7e37aca1c6
Source dataset
uspto-grants-2002_07
Patent number
US06420386B1

Reaction notes

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