Trifluoroacetic acid → HCID 54747899, compound

HRID 386760Notes

Reaction equation

HRID 386760 reaction equation
[C:1]([C:3]1[CH:38]=[CH:37][CH:36]=[CH:35][C:4]=1[CH2:5][N:6]1[C:11](=[O:12])[C:10]([C:13]([NH:15][CH2:16][C:17]([O:19]C(C)(C)C)=[O:18])=[O:14])=[C:9]([OH:24])[C:8]2[CH2:25][N:26]([C:28]([C:30]3[N:31]=[CH:32][S:33][CH:34]=3)=[O:29])[CH2:27][C:7]1=2)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([C:3]1[CH:38]=[CH:37][CH:36]=[CH:35][C:4]=1[CH2:5][N:6]1[C:11](=[O:12])[C:10]([C:13]([NH:15][CH2:16][C:17]([OH:19])=[O:18])=[O:14])=[C:9]([OH:24])[C:8]2[CH2:25][N:26]([C:28]([C:30]3[N:31]=[CH:32][S:33][CH:34]=3)=[O:29])[CH2:27][C:7]1=2)#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66850876HCID 66850876, compound

Product 1

HCID 54747899HCID 54747899, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of Step A (20 mg, 0.037 mmol) was dissolved in DCM (1.5 mL) and TFA (0.5 mL, 6.5 mmol) was added. The reaction was stirred at ambient temperature overnight. The reaction was concentrated and the residue was purified on a C-18 reverse phase chromatography column eluted with 0-100% MeCN in water. The desired fractions were concentrated affording the title compound. 480.0 (M+1); Rt=2.53 min.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe residue was purified on a 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-f4b29a6cf0ea4a239ee80bd398a28f84
Source dataset
uspto-grants-2013_02
Patent number
US08372863B2

Reaction notes

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