Trifluoroacetic acid → HCID 178514380, compound

HRID 1069162Notes

Reaction equation

HRID 1069162 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][N:9]=[CH:10][NH:11][C:12]1[CH:13]=[C:14]([C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][C:29]([O:31]C(C)(C)C)=[O:30])=[CH:23][C:22]=2[OH:36])=[O:19])[CH:15]=[CH:16][CH:17]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][N:9]=[CH:10][NH:11][C:12]1[CH:13]=[C:14]([C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[CH:23][C:22]=2[OH:36])=[O:19])[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178450913HCID 178450913, compound

Product 1

HCID 178514380HCID 178514380, compoundYield 41.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound of Example 74 (300 mg) was added to methylene chloride (5 mL) followed by the addition of TFA (2 mL). The reaction was monitored by HPLC. After the reaction was complete (2 hours) the product was purified by reverse phase chromatorgraphy (water/acetonitrile) to result in a white solid (110 mg). NMR and MS were consistent with the proposed structure.

Workup

  1. custom(2 hours)
  2. customwas purified by reverse phase chromatorgraphy (water/acetonitrile)

Sources & evidence

ORD record
ord-52597ac2ca2d40ff98d209388bbaaeb3
Source dataset
uspto-grants-2001_06
Patent number
US06251944B1

Reaction notes

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