Diisopropyl Ether → HCID 59750099, compound

HRID 499601Notes

Reaction equation

HRID 499601 reaction equation
[CH3:1][N:2]([CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[C:3](=[O:23])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[S:13][C:14]3[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=3[C:16](=[O:18])[N:17]=2)[N:7]=1.C(OC(C)C)(C)C>FC(F)(F)C(O)=O>[CH3:1][N:2]([CH2:24][C:25]([OH:27])=[O:26])[C:3](=[O:23])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[S:13][C:14]3[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=3[C:16](=[O:18])[N:17]=2)[N:7]=1

Participants

4

Reactant 2

HCID 7914Diisopropyl EtherHCID 59750205tert-Butyl (methyl(3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoyl]amino)acetate

Product 1

HCID 59750099HCID 59750099, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl (methyl{3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoyl}amino)acetate (0.32 g, 0.73 mmol) was dissolved in trifluoroacetic acid (1.0 ml), and the mixture was stirred at room temperature for 2.5 hrs. Isopropyl ether was added to the reaction mixture to precipitate crystals, which were collected by filtration and recrystallized from ethanol-hexane to give the titled compound (0.25 g, 83%) as white crystals.

Workup

  1. customto precipitate crystals, which
  2. filtrationwere collected by filtration
  3. customrecrystallized from ethanol-hexane

Sources & evidence

ORD record
ord-24956c0437d943daa8a5346e5516098e
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

Loading…