4-Aminopyridine → HCID 21104347, compound

HRID 1354298Notes

Reaction equation

HRID 1354298 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[F:14])[N:5]=[C:4]2[N:15]([CH3:19])[N:16]=[C:17]([CH3:18])[C:3]=12.[NH2:20][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1>C(O)(C)C.Cl.O1CCOCC1>[F:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:6]1[N:5]=[C:4]2[N:15]([CH3:19])[N:16]=[C:17]([CH3:18])[C:3]2=[C:2]([NH:20][C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)[N:7]=1

Participants

5

Reactant 2

HCID 17274-AminopyridineHCID 21104341HCID 21104341, compound

Product 1

HCID 21104347HCID 21104347, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 204431481,4-Dioxane hydrochlorideCatalystHCID 3776IsopropanolSolvent

Procedure

4-Chloro-6-(2-fluoro-phenyl)-1,3-dimethyl-1H-pyrazolo[3,4-d]pyrimidine (84 mg, 0.304 mmole) and 4-aminopyridine (57 mg, 0.608 mmole) were combined in 4 ml isopropanol, added 3 drops 4M HCl/dioxane and heated reaction mixture to 80° C. for 5 hours. Cooled reaction mixture and filtered product to obtain 83 mg after vacuum drying (yield: 81%).

Workup

  1. temperatureheated
  2. customreaction mixture to 80° C. for 5 hours
  3. temperatureCooled
  4. customreaction mixture
  5. filtrationfiltered product
  6. customto obtain 83 mg after vacuum
  7. customdrying (yield: 81%)

Sources & evidence

ORD record
ord-4c85652654154e8faaa3c22642ece726
Source dataset
uspto-grants-2007_05
Patent number
US07223766B2

Reaction notes

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