Trifluoroacetic acid → HCID 67398828, compound

HRID 914490Notes

Reaction equation

HRID 914490 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.Cl[C:21]1[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][N:22]=1.[C:29]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:34]=[CH:33][C:32]([CH2:35]Cl)=[CH:31][CH:30]=1.FC(F)(F)C(O)=O>ClCCl>[C:29]1([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:30]=[CH:31][C:32]([CH2:35][N:18]([C:21]2[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][N:22]=2)[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:33][CH:34]=1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 154634-Phenylbenzyl chlorideHCID 51520946-Chloro-3-pyridinecarbonitrileHCID 597594492-{[4-(2-Aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67398828HCID 67398828, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A compound obtained by an operation similar to that of Example 265-1 and using 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester synthesized in Example 7 and 2-chloro-5-cyanopyridine as starting materials, followed by an operation similar to that of Example 265-2 and using biphenyl-4-ylmethyl chloride as starting material 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. customA compound obtained by an operation similar to that of Example 265-1
  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-f60cb2995dcd40b7ba255d09aa581658
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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