Potassium Carbonate → HCID 91608705, compound

HRID 1511815Notes

Reaction equation

HRID 1511815 reaction equation
[N:1]([C@@H:4]1[C@@H:8]([O:9][Si](C)(C)C)[CH2:7][N:6](C(=O)C(F)(F)F)[CH2:5]1)=[N+:2]=[N-:3].C([O-])([O-])=O.[K+].[K+]>CO>[N:1]([C@H:4]1[CH2:5][NH:6][CH2:7][C@@H:8]1[OH:9])=[N+:2]=[N-:3]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 15807715HCID 15807715, compound

Product 1

HCID 91608705HCID 91608705, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (3S,45)-1-(3-azido-4-trimethylsilanyloxy-pyrrolidin-1-yl)-2,2,2-trifluoro-ethanone (5.8 g, 19.57 mmol, prepared according to J. Org. Chem. 1997, 62, 4197) in MeOH (200 mL) was treated with K2CO3 (2.7 g, 1 eq) and the mixture stirred at rt for 4 h. concentrated in vacuo and purified by CC (DCM/MeOH 4:1+1% NH4OH) to give the title intermediate (2 g, 80% yield) as a brownish oil.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by CC (DCM/MeOH 4:1+1% NH4OH)

Sources & evidence

ORD record
ord-bd0e0a8e51d64fcaaa0ad09c5865dda4
Source dataset
uspto-grants-2012_07
Patent number
US08217029B2

Reaction notes

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