3,4,5-Trimethoxyaniline → HCID 86637873, compound

HRID 469815Notes

Reaction equation

HRID 469815 reaction equation
[Br:1][C:2]1[C:7]2[O:8][C:9](SC)=[N:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:19]=[C:20]([O:24][CH3:25])[C:21]=1[O:22][CH3:23])[NH2:18]>>[Br:1][C:2]1[C:7]2[O:8][C:9]([NH:18][C:17]3[CH:19]=[C:20]([O:24][CH3:25])[C:21]([O:22][CH3:23])=[C:15]([O:14][CH3:13])[CH:16]=3)=[N:10][C:6]=2[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 322853,4,5-TrimethoxyanilineHCID 76850078HCID 76850078, compound

Product 1

HCID 86637873HCID 86637873, compound

Procedure

0.6 g (2.61 mmol) 4-bromo-2-methylsulfanyl-oxazolo[5,4-c]pyridine are heated to 100° C. until it liquefies, then 0.977 g (5.23 mmol) 3,4,5-trimethoxyanilin is added in small portions with stirring. Stirring is continued for 2 h. The reaction mixture is cooled to room temperature and purified by chromatography (silicagel, hexane=>EtOAc) to afford the title compound.

Workup

  1. stirringStirring
  2. custompurified by chromatography (silicagel, hexane=>EtOAc)

Sources & evidence

ORD record
ord-0e4f4590274c42348fe19a31ac4d4c06
Source dataset
uspto-grants-2014_01
Patent number
US08629168B2

Reaction notes

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