3,5-Dimethylpyrazole → HCID 178426371, compound

HRID 524520Notes

Reaction equation

HRID 524520 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[N:3]=1.[CH3:18][C:19]1[CH:23]=[C:22]([CH3:24])[NH:21][N:20]=1.C(#N)C>O>[CH:12]1([NH:11][C:4]2[N:3]=[C:2]([N:20]3[C:19]([CH3:18])=[CH:23][C:22]([CH3:24])=[N:21]3)[N:10]=[C:9]3[C:5]=2[N:6]=[CH:7][NH:8]3)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 62103,5-DimethylpyrazoleHCID 6342AcetonitrileHCID 178478389HCID 178478389, compound

Product 1

HCID 178426371HCID 178426371, compoundYield 19.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

(2-Chloro-9H-purin-6-yl)-cyclohexyl-amine (1.0 g, 3.47 mmol), 3,5-dimethylpyrazole (834 mg, 8.68 mmol) and acetonitrile (10 mL) were mixed in a sealed vial and heated in a microwave oven at 200° C. for 50 min. Water was added and the precipitate was collected by filtration. The crude product was purified by flash chromatography (dichloromethane/methanol) to give cyclohexyl-[2-(3,5-dimethyl-pyrazol-1-yl)-9H-purin-6-yl]-amine (210 mg, 19%) as a white powder.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customThe crude product was purified by flash chromatography (dichloromethane/methanol)

Sources & evidence

ORD record
ord-ffaea958b14649bcb1508611cf7a7ed3
Source dataset
uspto-grants-2016_05
Patent number
US09340544B2

Reaction notes

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