2-Amino-5-bromopyridine → N'-(5-Bromopyridin-2-yl)-N,N-dimethylformimidamide

HRID 2242652Notes

Reaction equation

HRID 2242652 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]=[CH:11][N:12]([CH3:14])[CH3:13])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 706222-Amino-5-bromopyridineHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 4288956N'-(5-Bromopyridin-2-yl)-N,N-dimethylformimidamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

To a stirred solution of 5-bromo-2-aminopyridine (3.0 g, 17.3 mmol) in N,N-dimethylformamide (6 mL) was added N,N-dimethylformamide dimethyl acetal (5.37 g, 45.0 mmol). The reaction mixture was heated to 130° C. overnight. After cooling to room temperature, the volatiles were removed under reduced pressure to afford the desired product as a brown oil. LC/MS 227.8 (M+1).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-b55dbed6b68843759176690aaa9baad3
Source dataset
uspto-grants-2010_03
Patent number
US07671073B2

Reaction notes

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