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

HRID 524532Notes

Reaction equation

HRID 524532 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-846c621628b341b699babab3f5fa1431
Source dataset
uspto-grants-2016_05
Patent number
US09340544B2

Reaction notes

Loading…