Trifluoroacetic anhydride → HCID 68691617, compound

HRID 1991409Notes

Reaction equation

HRID 1991409 reaction equation
[O:1]([CH2:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]1[C:17]1[NH:21][N:20]=[C:19]([C:22]2[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=2)[C:25]([NH2:27])=O)[N:18]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[O:1]([CH2:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]1[C:17]1[NH:21][N:20]=[C:19]([C:22]2[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=2)[C:25]#[N:27])[N:18]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 68687723HCID 68687723, compound

Product 1

HCID 68691617HCID 68691617, compound

Procedure

1.3 mmol (R)-3-{5-[1-(2-Phenoxy-acetyl)-piperidin-2-yl]-1H-[1,2,4]triazol-3-yl}-benzamide were treated with neat trifluoroacetic anhydride at room temperature overnight. The reaction was quenched with aqueous NaHCO3 and product extracted with ethylacetate twice. The organic layers were washed with water/NaCl, combined, dried over Na2SO4 and the solvent evaporated. The product was purified via preparative HPLC.

Workup

  1. customThe reaction was quenched with aqueous NaHCO3 and product
  2. extractionextracted with ethylacetate twice
  3. washThe organic layers were washed with water/NaCl
  4. dry with materialdried over Na2SO4
  5. customthe solvent evaporated
  6. customThe product was purified via preparative HPLC

Sources & evidence

ORD record
ord-819be3d223134c95b0d0d6b74d16bd74
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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