Trifluoroacetic acid → HCID 54747869, compound

HRID 2094769Notes

Reaction equation

HRID 2094769 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[CH:10][C:11]([CH2:14][N:15]2[C:20](=[O:21])[C:19]([C:22]([NH:24][CH2:25][C:26]([O:28]C(C)(C)C)=[O:27])=[O:23])=[C:18]([OH:33])[C:17]3[CH2:34][S:35][CH2:36][C:16]2=3)=[N:12][CH:13]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[CH:10][C:11]([CH2:14][N:15]2[C:20](=[O:21])[C:19]([C:22]([NH:24][CH2:25][C:26]([OH:28])=[O:27])=[O:23])=[C:18]([OH:33])[C:17]3[CH2:34][S:35][CH2:36][C:16]2=3)=[N:12][CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66860106HCID 66860106, compound

Product 1

HCID 54747869HCID 54747869, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Product of Step A (110 mg, 0.215 mmol) was dissolved in DCM (1 mL) and TFA (1 mL) was added. The reaction was stirred at ambient temperature for 3½h. The reaction was concentrated and the residue was purified on a semi-preparative C-18 reverse phase chromatography column eluted with 0-100% MeCN in water. The desired fractions were concentrated affording the title compound (26-1). 457.0 (M+1); Rt=3.09 min.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe residue was purified on a semi-preparative C-18 reverse phase chromatography column
  3. washeluted with 0-100% MeCN in water
  4. concentrationThe desired fractions were concentrated

Sources & evidence

ORD record
ord-74a09a09f2b34448826abbfedf91ac3d
Source dataset
uspto-grants-2013_05
Patent number
US08445680B2

Reaction notes

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