Trifluoroacetic acid → HCID 59758809, compound

HRID 914508Notes

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]

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
  4. concentrationthe filtrate was concentrated
  5. customdried
  6. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-28b7f784857d4e1d8fc5c84e62924d62
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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