Trifluoroacetic acid → HCID 59759199, compound

HRID 914427Notes

Reaction equation

HRID 914427 reaction equation
C([O:5][C:6](=[O:20])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][C:17](O)=O)[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[NH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.F[C:29](F)(F)[C:30](O)=O>ClCCl>[CH2:24]([N:21]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1)[CH2:17][CH2:16][C:14]1[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:5])=[O:20])[S:12][CH:13]=1)[CH2:25][CH2:26][CH2:27][CH2:22][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 104392-AminopyridineHCID 59759443{2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid

Product 1

HCID 59759199HCID 59759199, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A compound obtained using {2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid synthesized in Example 3 and 2-aminopyridine as starting materials and by an operation similar to that of Example 293-1 was treated with dichloromethane and trifluoroacetic acid and the mixture was stirred at room temperature for 12 hr. The reaction solution was concentrated under reduced pressure, and the residue was purified by high performance liquid chromatography (elution solvent; 0.05% trifluoroacetic acid-water:0.05% trifluoroacetic acid-acetonitrile=85:15 to 40:60) to give the title compound as a white solid.

Workup

  1. customA compound obtained
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. customthe residue was purified by high performance liquid chromatography (elution solvent; 0.05% trifluoroacetic acid-water:0.05% trifluoroacetic acid-acetonitrile=85:15 to 40:60)

Sources & evidence

ORD record
ord-77a13d8741c84ac6a931683982d8c5a9
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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