Bromotrimethylsilane → HCID 54440922, compound

HRID 1274608Notes

Reaction equation

HRID 1274608 reaction equation
C([O:3][P:4]([CH2:9][C:10]1[C:14]2[CH:15]=[C:16]([N:19]3[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[N:21]([CH3:30])[C:20]3=[O:31])[CH:17]=[CH:18][C:13]=2[S:12][N:11]=1)(=[O:8])[O:5]CC)C.Br[Si](C)(C)C>C(Cl)Cl.CO>[CH3:30][N:21]1[C:22]([C:26]([F:29])([F:28])[F:27])=[CH:23][C:24](=[O:25])[N:19]([C:16]2[CH:17]=[CH:18][C:13]3[S:12][N:11]=[C:10]([CH2:9][P:4](=[O:3])([OH:5])[OH:8])[C:14]=3[CH:15]=2)[C:20]1=[O:31]

Participants

5

Reactant 2

HCID 76113BromotrimethylsilaneHCID 53781352HCID 53781352, compound

Product 1

HCID 54440922HCID 54440922, compoundYield 73.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of diethyl{{5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}methyl}phosphonate (1.00 g, 0.00210 mol) and bromotrimethylsilane (2.20 mL, 0.0168 mol) in methylene chloride (5.0 mL) is stirred at room temperature overnight and concentrated in vacuo to obtain a residue. The residue is diluted with methanol (10.0 mL), stirred at room temperature for 3.5 hours and concentrated in vacuo to obtain a tan solid. The solid is triturated in boiling methylene chloride, filtered and dried to give the title product as a beige solid (0.650 g, mp >230° C.).

Workup

  1. concentrationconcentrated in vacuo
  2. customto obtain a residue
  3. concentrationconcentrated in vacuo
  4. customto obtain a tan solid
  5. customThe solid is triturated
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-bb9a90356a2f468ca43ff2d05ac47668
Source dataset
uspto-grants-2000_12
Patent number
US06156700

Reaction notes

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