Trifluoroacetic acid → 2-[6-(Aminomethyl)-2-pyridyl]-4h-1,3-benzothiazine-4-one trifluoroacetic acid salt

HRID 499468Notes

Reaction equation

HRID 499468 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[N:17]=[C:16]([CH2:18][NH:19]C(=O)OC(C)(C)C)[CH:15]=[CH:14][CH:13]=2)=[N:3]1.[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30]>>[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30].[NH2:19][CH2:18][C:16]1[N:17]=[C:12]([C:4]2[S:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[C:2](=[O:1])[N:3]=2)[CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59750386tert-Butyl (6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]methylcarbamate

Product 1

HCID 684582972-[6-(Aminomethyl)-2-pyridyl]-4h-1,3-benzothiazine-4-one trifluoroacetic acid saltYield 85%

Procedure

tert-Butyl [6-(4-Oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]methylcarbamate (0.25 g, 0.67 mmol) was dissolved in trifluoroacetic acid (4 ml), and the mixture was stirred at room temperature for 2 hrs. The solvent was evaporated and the residue was recrystallized from methanol-diisopropyl ether to give the titled compound (0.22 g, 85%) as white crystals.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was recrystallized from methanol-diisopropyl ether

Sources & evidence

ORD record
ord-6d279a5afb644ac1b71fdceabff57a0e
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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