Trifluoroacetic acid → HCID 24899788, compound

HRID 555371Notes

Reaction equation

HRID 555371 reaction equation
[OH:1][NH:2][C:3]([C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[C:12](\[CH2:27][O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)/[CH2:13][NH:14][CH:15]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]2)=[CH:7][CH:6]=1)=[O:4].FC(F)(F)C(O)=O>ClCCl>[OH:1][NH:2][C:3](=[O:4])[C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[C:12](/[CH2:13][NH:14][CH:15]2[CH2:19][CH2:18][NH:17][CH2:16]2)\[CH2:27][O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 24899787HCID 24899787, compound

Product 1

HCID 24899788HCID 24899788, compoundYield 46.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound of formula 4d (103 mg, 0.19 mmol) obtained in Example 4-4 was dissolved in dichloromethane (1.5 ml), and trifluoroacetic acid (0.07 ml, 0.95 mmol) was added dropwise thereto at room temperature. The resulting mixture was reacted at room temperature for 8 hours. After the completion of reaction, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was purified by a preparative HPLC, to obtain 37 mg of the title compound as pale orange foam, which was used in the subsequent analysis.

Workup

  1. customat room temperature
  2. customThe resulting mixture was reacted at room temperature for 8 hours
  3. customAfter the completion of reaction
  4. concentrationthe reaction solution was concentrated under reduced pressure
  5. customthe residue thus obtained
  6. customwas purified by a preparative HPLC

Sources & evidence

ORD record
ord-78333ad6b04540669afd52df90865995
Source dataset
uspto-grants-2011_11
Patent number
US08053435B2

Reaction notes

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