Water → HCID 178422282, compound

HRID 2115258Notes

Reaction equation

HRID 2115258 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:18][C:19]1[C:36]([CH3:37])=[CH:35][C:22]2[NH:23][C:24]([C:26]3[NH:27][N:28]=[C:29]4[C:34]=3[CH2:33][CH2:32][NH:31][CH2:30]4)=[N:25][C:21]=2[CH:20]=1.O>CN(C)C=O>[CH3:37][C:36]1[C:19]([CH3:18])=[CH:20][C:21]2[NH:25][C:24]([C:26]3[NH:27][N:28]=[C:29]4[C:34]=3[CH2:33][CH2:32][N:31]([C:2]3[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=3)[CH2:30]4)=[N:23][C:22]=2[CH:35]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 178422284HCID 178422284, compound

Product 1

HCID 178422282HCID 178422282, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

287 mg of 2-chloro-5-nitropyridine and 500 mg of potassium carbonate are added to a solution of 500 mg of 3-(5,6-dimethyl-1H-benzimidazol-2-yl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-c]pyridine hydrochloride in 5 ml of dimethylformamide. After stirring for 20 hours at ambient temperature, the reaction medium is added to 50 ml of water. The precipitate formed is recovered by filtration through sintered glass, washed with 3 times 15 ml of water and then dried under reduced pressure. 548 mg of 3-(5,6-dimethyl-1H-benzimidazol-2-yl)-6-(5-nitropyridin-2-yl)-4,5,6,7-tetrahydro-2H-pyrazolo-[3,4-c]pyridine are thus obtained in the form of a yellow powder, the characteristics of which are as follows:

Workup

  1. customThe precipitate formed
  2. filtrationis recovered by filtration through sintered glass
  3. washwashed with 3 times 15 ml of water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-39c57280478a460fa3305ba418eb5022
Source dataset
uspto-grants-2008_10
Patent number
US07435820B2

Reaction notes

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