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4-Aminopyridine → HCID 21104347, compound

HRID 1010829
Notes
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Reaction equation

HRID 1010829 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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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

Conditions

Temperature
80 °C

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, 3 drops 4M HCl/dioxane were added and the reaction mixture heated to 80° C. for 5 hours. The reaction mixture was cooled and the product was filtered to obtain 83 mg after vacuum drying (yield: 81%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe product was filtered
  3. customto obtain 83 mg after vacuum
  4. customdrying (yield: 81%)

Sources & evidence

ORD record
ord-386caaa3415e4d0891bb2418b860a44b
Source dataset
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07977342B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes