Trifluoroacetic anhydride → HCID 178473034, compound

HRID 591555Notes

Reaction equation

HRID 591555 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][O:6][C:7]1[C:15]2[C:10](=[N+:11]([O-])[CH:12]=[CH:13][CH:14]=2)[S:9][C:8]=1[C:17]([O:19][CH3:20])=[O:18])[CH3:2].C(OC(C(F)(F)F)=O)(C(F)(F)F)=[O:23]>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:21])[CH2:5][O:6][C:7]1[C:15]2[C:10](=[N:11][C:12]([OH:23])=[CH:13][CH:14]=2)[S:9][C:8]=1[C:17]([O:19][CH3:20])=[O:18])[CH3:2]

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 118656082Methyl 3-(2-ethoxy-2-oxoethoxy)thieno[2,3-b]pyridine-2-carboxylate 7-oxide

Product 1

HCID 178473034HCID 178473034, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of methyl 3-(2-ethoxy-2-oxoethoxy)thieno[2,3-b]pyridine-2-carboxylate 7-oxide (500 mg) and DMF (8 mL) was added TFAA (2.233 mL) at 0° C. The mixture was stirred at room temperature for 4 h. After evaporation of TFAA, the residue was added to water at 0° C., and the resulting precipitate was collected by filtration, washed with hexane to give the title compound (418.5 mg).

Workup

  1. customAfter evaporation of TFAA
  2. additionthe residue was added to water at 0° C.
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with hexane

Sources & evidence

ORD record
ord-55c1eb65a3494abfa52c81be84f97347
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

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