Trifluoroacetic acid → HCID 66952984, compound

HRID 723477Notes

Reaction equation

HRID 723477 reaction equation
[CH2:1]([O:8][C:9]([C@@H:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][C@H:12]1[C:24]([O:26][CH3:27])=[O:25])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]([C@@H:11]1[CH2:16][CH2:15][NH:14][CH2:13][C@H:12]1[C:24]([O:26][CH3:27])=[O:25])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66952844HCID 66952844, compound

Product 1

HCID 66952984HCID 66952984, compoundYield 126.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 257B (411 mg, 1.04 mmol) in CH2Cl2 (5 mL) was treated with TFA (0.5 mL) at room temperature. The reaction mixture was stirred for 5.0 hours, then concentrated in vacuo. The residue was dissolved in EtOAc (10 mL) and washed with saturated aqueous NaHCO3. The organics were dried (Na2SO4), filtered and concentrated in vacuo to give 365 mg of 257C as a solid.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in EtOAc (10 mL)
  3. washwashed with saturated aqueous NaHCO3
  4. dry with materialThe organics were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6700ec9f01f74ab08e4545d78f4afa12
Source dataset
uspto-grants-2006_11
Patent number
US07141571B2

Reaction notes

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