Water → HCID 67281054, compound

HRID 1694764Notes

Reaction equation

HRID 1694764 reaction equation
Cl[CH2:2][O:3][CH2:4][CH2:5][Si:6]([CH3:9])([CH3:8])[CH3:7].[Br:10][C:11]1[C:12]([CH3:22])=[N:13][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[N:15][CH:16]=1.[K].O>CN(C=O)C>[Br:10][C:11]1[C:12]([CH3:22])=[N:13][C:14]([N:17]([CH2:2][O:3][CH2:4][CH2:5][Si:6]([CH3:9])([CH3:8])[CH3:7])[S:18]([CH3:21])(=[O:20])=[O:19])=[N:15][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 67280005HCID 67280005, compound

Product 1

HCID 67281054HCID 67281054, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[2-(Chloromethoxy)ethyl]trimethylsilane (0.4 ml) was added to a solution of the product from step (i) in DMF (10 ml) and stirred for 20 min. The mixture was poured into water, extracted with ether, washed with brine, dried (MgSO4) and evaporated. The residue was purified by chromatography on silica eluting with 20% EtOAc/isohexane. Yield 0.53 g.

Workup

  1. extractionextracted with ether
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was purified by chromatography on silica eluting with 20% EtOAc/isohexane

Sources & evidence

ORD record
ord-0c5e822f25fc439293d64d30115490fa
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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