HCID 59759337, compound → HCID 67395902, compound

HRID 914416Notes

Reaction equation

HRID 914416 reaction equation
C([O:5][C:6](=[O:36])[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](=[O:35])[NH2:34])=[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>[ClH:32].[C:33]([C:29]1[CH:30]=[C:31]([Cl:32])[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]([CH3:9])([CH3:8])[C:6]([OH:36])=[O:5])[S:12][CH:13]=2)=[N:27][CH:28]=1)(=[O:35])[NH2:34]

Participants

3

Reactant 1

HCID 59759337HCID 59759337, compound

Product 1

HCID 67395902HCID 67395902, compoundYield 167.9%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2-[(4-{2-[(5-Carbamoyl-3-chloropyridin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (300 mg) obtained in Example 281-2 was dissolved in trifluoroacetic acid (5 mL), 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 (243 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-9f78bc96a72846538cbafbf673c87905
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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