Trifluoroacetic anhydride → HCID 68687901, compound

HRID 1991410Notes

Reaction equation

HRID 1991410 reaction equation
[O:1]([CH2:8][C:9]([N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]1[C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([CH:30]=2)[C:27]([NH2:29])=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[O:21][N:20]=[C:19]([C:22]2[CH:23]=[N:24][CH:25]=[C:26]([CH:30]=2)[C:27]#[N:29])[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 68688669HCID 68688669, compound

Product 1

HCID 68687901HCID 68687901, compound

Procedure

0.15 mmol of 5-{5-[1-(2-Phenoxy-acetyl)-piperidin-2-yl]-[1,2,4]oxadiazol-3-yl}-nicotinamide are treated with trifluoracetic anhydride at room temperature over night. 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-738b9a033d4a4133a9b3608f327027b4
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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