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Trifluoroacetic acid → HCID 59758809, compound

HRID 914508
Notes
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Reaction equation

HRID 914508 reaction equation
[CH3:1][C:2]([S:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([N:16]([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=O)[N:12]=1)([CH3:6])[C:3]([OH:5])=[O:4].FC(F)(F)C(O)=O>>[CH3:6][C:2]([S:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][CH2:14][N:16]([CH3:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:12]=1)([CH3:1])[C:3]([OH:5])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67400592HCID 67400592, compound

Product 1

HCID 59758809HCID 59758809, compound

Procedure

To the resin obtained using 2-methyl-2-[(4-{2-[methyl(phenyl)amino]-2-oxoethyl}-1,3-thiazol-2-yl)thio]propionic acid resin obtained in Example 487-1 as a starting material and by an operation similar to that of Example 461-6 was added trifluoroacetic acid (2.0 mL), and the mixture was left standing as it was for 2 hr. Then the resin was removed by filtration from the reaction mixture, and the filtrate was concentrated by blowing a nitrogen gas, vacuum dried, and purified by preparative HPLC to give the title compound (30 mg) as a pale-brown oil.

Workup

  1. customTo the resin obtained
  2. waitthe mixture was left
  3. customThen the resin was removed by filtration from the reaction mixture
concentration
the filtrate was concentrated
  • customdried
  • custompurified by preparative HPLC
  • Sources & evidence

    ORD record
    ord-28b7f784857d4e1d8fc5c84e62924d62
    Source dataset
    uspto-grants-2011_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08026370B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes