Trifluoroacetic acid → HCID 178506270, compound

HRID 1485010Notes

Reaction equation

HRID 1485010 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[F:9][C:10]([F:15])([F:14])[C:11](O)=O>>[F:9][C:10]([F:15])([F:14])[C:11]1[N:1]=[C:2]2[NH:3][CH:4]=[CH:5][CH:6]=[C:7]2[N:8]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 99562,3-Diaminopyridine

Product 1

HCID 178506270HCID 178506270, compoundYield 76%

Procedure

A solution of 2,3-diaminopyridine (1.00 g, 9.16 mmol) in trifluoroacetic acid (10 mL) was stirred for 15 h at 110° C. (microwave). The trifluoroacetic acid was then evaporated under reduced pressure and the residue was co-evaporated with toluene three times. The resulting solid was triturated with water, filtered and dried under reduced pressure to give 1.30 g (6.95 mmol, 76%) 2-(trifluoromethyl)-4H-imidazo[4,5-b]pyridine. Alternatively, the latter can be prepared according to J. Chem. Soc., Perkin 1 1996, (22), 2685-2691.

Workup

  1. customThe trifluoroacetic acid was then evaporated under reduced pressure
  2. customThe resulting solid was triturated with water
  3. filtrationfiltered
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-b1ab0c13cb464fb7b84d98510008aa53
Source dataset
uspto-grants-2016_08
Patent number
US09422280B2

Reaction notes

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