Water → 2-(3,5-Dimethyl-1H-pyrazol-1-yl)-N-(4-fluorophenyl)-9-methyl-9H-purin-6-amine

HRID 1809255Notes

Reaction equation

HRID 1809255 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:17]=[C:16]([NH:18][NH2:19])[N:15]=[C:14]3[C:10]=2[N:11]=[CH:12][N:13]3[CH3:20])=[CH:4][CH:3]=1.[CH3:21][C:22](=O)[CH2:23][C:24](=O)[CH3:25].O>C(O)C>[CH3:21][C:22]1[CH:23]=[C:24]([CH3:25])[N:18]([C:16]2[N:15]=[C:14]3[C:10]([N:11]=[CH:12][N:13]3[CH3:20])=[C:9]([NH:8][C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[N:17]=2)[N:19]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31261AcetylacetoneHCID 59293631HCID 59293631, compound

Product 1

HCID 250163542-(3,5-Dimethyl-1H-pyrazol-1-yl)-N-(4-fluorophenyl)-9-methyl-9H-purin-6-amineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(4-Fluoro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)-amine (900 mg, 3.29 mmol) and 2,4-pentanedione (0.47 mL, 4.16 mmol) in ethanol (25 mL) were heated to reflux for 20 min. Water was added and the white crystalline compound was collected by filtration, washed with water and dried to give [2-(3,5-dimethyl-pyrazol-1-yl)-9-methyl-9H-purin-6-yl]-(4-fluoro-phenyl)-amine (1.1 g, 100%).

Workup

  1. temperatureto reflux for 20 min
  2. filtrationthe white crystalline compound was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-ea3fc05a87204c9ab99cf6c8802802a8
Source dataset
uspto-grants-2013_01
Patent number
US08362024B2

Reaction notes

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