Trifluoroacetic acid → HCID 67399512, compound

HRID 914418Notes

Reaction equation

HRID 914418 reaction equation
C([O:5][C:6](=[O:35])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([C:26]2[C:31]([Cl:32])=[CH:30][C:29]([C:33]#[N:34])=[CH:28][N:27]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[ClH:32].[Cl:32][C:31]1[C:26]([N:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:17][CH2:16][C:14]2[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:35])=[O:5])[S:12][CH:13]=2)=[N:27][CH:28]=[C:29]([C:33]#[N:34])[CH:30]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67398468HCID 67398468, compound

Product 1

HCID 67399512HCID 67399512, compoundYield 157.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-[(4-{2-[(3-Chloro-5-cyanopyridin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (0.37 g) obtained in Example 282-1 was dissolved in dichloromethane (10 mL), trifluoroacetic acid (2 mL) was added, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, dissolved in ether, and 4N hydrochloric acid/ethyl acetate was added. The precipitated crystals were collected by filtration to give the title compound (280 mg) as white crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutiondissolved in ether
  3. addition4N hydrochloric acid/ethyl acetate was added
  4. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-e900e179cc924f609d90f8be2cacee15
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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