Trifluoroacetic acid → HCID 67399458, compound

HRID 914410Notes

Reaction equation

HRID 914410 reaction equation
C([O:5][C:6](=[O:19])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][NH2:18])[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.F[C:21]1[CH:22]=[C:23]([C:29]#[N:30])[C:24](=[CH:27][CH:28]=1)[C:25]#[N:26].F[C:32](F)(F)[C:33](O)=O>ClCCl>[C:29]([C:23]1[CH:22]=[C:21]([N:18]([CH2:27][CH2:28][CH2:21][CH2:22][CH2:23][CH2:32][CH3:33])[CH2:17][CH2:16][C:14]2[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:5])=[O:19])[S:12][CH:13]=2)[CH:28]=[CH:27][C:24]=1[C:25]#[N:26])#[N:30]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 1034231,2-Benzenedicarbonitrile, 4-fluoro-HCID 597594492-{[4-(2-Aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67399458HCID 67399458, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound obtained using 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester synthesized in Example 7 and 4-fluorophthalonitrile as starting materials and by operations similar to those of Example 265-1 and Example 265-2 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) to give the title compound.

Workup

  1. customThe 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)

Sources & evidence

ORD record
ord-9ee1a7a72e2a4443be124038a461385b
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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