Trifluoroacetic acid → HCID 19385713, compound

HRID 1492636Notes

Reaction equation

HRID 1492636 reaction equation
[C:1]([CH:8]([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[C:21]3=[N:22][C:23]([C:27]([O:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[O:28])=[CH:24][C:25]([CH3:26])=[C:20]3[N:19]=[C:18]2[CH2:37][CH3:38])=[CH:12][C:11]=1[CH2:39][CH2:40][CH3:41])([O:3]C(C)(C)C)=[O:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([CH:8]([C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)[O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[C:21]3=[N:22][C:23]([C:27]([O:29][CH2:30][C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)=[O:28])=[CH:24][C:25]([CH3:26])=[C:20]3[N:19]=[C:18]2[CH2:37][CH3:38])=[CH:12][C:11]=1[CH2:39][CH2:40][CH3:41])([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19738118HCID 19738118, compound

Product 1

HCID 19385713HCID 19385713, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of Step A (9 mg, 0.014 mmol) CH2Cl2 (1 mL) was added TFA (0.4 mL) at rt dropwise. The solution was stirred at rt for 2.5 hours. After evaporation of the solvent the crude mixture was purified by flash chromatography eluted with CHCl3 /MeOH/NH4OH (80:15:1), to give 3.8 mg of the title compound as a white solid.

Workup

  1. customAfter evaporation of the solvent the crude mixture
  2. customwas purified by flash chromatography
  3. washeluted with CHCl3 /MeOH/NH4OH (80:15:1)

Sources & evidence

ORD record
ord-8155154524684fe2984f93907132778a
Source dataset
uspto-grants-1994_12
Patent number
US05374638

Reaction notes

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