Trifluoroacetic acid → 2-{[4-(2-{[3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid

HRID 914397

Reaction equation

HRID 914397 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.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:32]=[C:31]([NH2:33])[N:30]([CH3:34])[N:29]=2)=[CH:24][CH:23]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[CH:32]=[C:31]([NH:33][CH2:17][CH2:16][C:14]3[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:5])=[O:20])[S:12][CH:13]=3)[N:30]([CH3:34])[N:29]=2)=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 27353043-(4-Chlorophenyl)-1-Methyl-1H-Pyrazol-5-AmineHCID 59759443HCID 59759443, compound

Product 1

HCID 597588902-{[4-(2-{[3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The 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 3-(4-chlorophenyl)-1-methyl-1H-pyrazole-5-amine as starting materials and by operations similar to those of Example 242-1 and Example 242-2 was treated with dichloromethane and trifluoroacetic acid, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=20:1) to give the title compound.

Workup

  1. customThe compound obtained
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=20:1)

Sources & evidence

ORD record
ord-c80070c6982d4d75992c1e9493fe8b4b
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Linked notes

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