Sodium Acetate Trihydrate → HCID 44200192, compound

HRID 600390Notes

Reaction equation

HRID 600390 reaction equation
[CH2:1]([O:3][C:4]1[N:5]=[C:6]2[C:12]([C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:11][N:10](COCC[Si](C)(C)C)[C:7]2=[N:8][CH:9]=1)[CH3:2].O.O.O.C([O-])(=O)C.[Na+]>ClCCl.FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4]1[N:5]=[C:6]2[C:12]([C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1)[CH3:2]

Participants

5

Reactant 2

HCID 23665404Sodium Acetate TrihydrateHCID 578310411-[2-ethoxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one

Product 1

HCID 44200192HCID 44200192, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of crude 1-[2-ethoxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (0.075 g, 0.20 mmol) in 2 mL of dichloromethane and 2 mL of trifluoroacetic acid was stirred for 3 h, then concentrated, chasing with toluene. The resulting residue was dissolved in 3 mL of ethanol and treated with sodium acetate trihydrate (0.270 g, 1.98 mmol). The mixture was stirred overnight, then concentrated to a residue. Column chromatography (0→30% EtOAc/hexanes) afforded 0.039 g (80%) of 1-(2-ethoxy-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one as a white solid.

Workup

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

Sources & evidence

ORD record
ord-a8810d461afa49a185f0c306b7646778
Source dataset
uspto-grants-2011_03
Patent number
US07902197B2

Reaction notes

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