Sodium Acetate Trihydrate → HCID 44200328, compound

HRID 600393Notes

Reaction equation

HRID 600393 reaction equation
[CH3:1][C:2]([CH3:31])([CH3:30])[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([N:14]([CH3:21])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:12]=2)[N:7](COCC[Si](C)(C)C)[CH:6]=1)=[O:4].O.O.O.C([O-])(=O)C.[Na+]>ClCCl.FC(F)(F)C(O)=O>[CH3:1][C:2]([CH3:31])([CH3:30])[C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[C:11]([N:14]([CH3:21])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:12]=2)[NH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 23665404Sodium Acetate TrihydrateHCID 57831042HCID 57831042, compound

Product 1

HCID 44200328HCID 44200328, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2,2-dimethyl-1-[2-(methyl-phenyl-amino)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one (0.021 g, 0.048 mmol) in 1 mL of dichloromethane and 1 mL of trifluoroacetic acid was stirred for 1 h, then concentrated. The residue was dissolved in 0.5 mL of ethanol and treated with sodium acetate trihydrate (0.065 g, 0.48 mmol). The mixture was stirred for 15 h, then concentrated to a residue. Column chromatography (50→100% EtOAc/hexanes) afforded 0.009 g (61%) of 2,2-dimethyl-1-[2-(methyl-phenyl-amino)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one as a yellow solid.

Workup

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in 0.5 mL of ethanol
  3. concentrationconcentrated to a residue

Sources & evidence

ORD record
ord-8b3cf6600cfd46fc976d3915e2b7e31d
Source dataset
uspto-grants-2011_03
Patent number
US07902197B2

Reaction notes

Loading…