1-[4-Fluoro-2-(methylsulfanyl)phenyl]methanamine → HCID 58977995, compound

HRID 1179307Notes

Reaction equation

HRID 1179307 reaction equation
[CH3:1][N:2]([CH3:24])[S:3]([CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[C:11]([OH:18])=[C:10]([C:19](OC)=[O:20])[C:9]1=[O:23])(=[O:5])=[O:4].[F:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][NH2:33])=[C:28]([S:34][CH3:35])[CH:27]=1>CCO>[CH3:1][N:2]([CH3:24])[S:3]([CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[C:11]([OH:18])=[C:10]([C:19]([NH:33][CH2:32][C:29]2[CH:30]=[CH:31][C:26]([F:25])=[CH:27][C:28]=2[S:34][CH3:35])=[O:20])[C:9]1=[O:23])(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 167539431-[4-Fluoro-2-(methylsulfanyl)phenyl]methanamineHCID 58978002HCID 58978002, compound

Product 1

HCID 58977995HCID 58977995, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to that described in Example 2, methyl 1-{2-[(dimethylamino)sulfonyl]ethyl}-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (0.3 g, 0.84 mmol) was suspended in 8 mL of absolute EtOH and treated with 1-[4-fluoro-2-(methylthio)phenyl]methanamine (0.21 g, 1.3 mmol). The mixture was brought to reflux for 4.5 hours, cooled, and the solids collected and washed with a little cold EtOH to give the product as a white solid.

Workup

  1. temperatureto reflux for 4.5 hours
  2. temperaturecooled
  3. customthe solids collected
  4. washwashed with a little cold EtOH

Sources & evidence

ORD record
ord-f3fb692a62b0495ba8aff93a5bd9410a
Source dataset
uspto-grants-2007_10
Patent number
US07279487B2

Reaction notes

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