HCID 178484264, compound → HCID 178484262, compound

HRID 1602250

Reaction equation

HRID 1602250 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:14]([C:15]#[N:16])=[C:13]([N:17]=[CH:18][N:19]([CH3:21])[CH3:20])[NH:12][N:11]=2)=[CH:6][CH:5]=1)([O-])=O>C1COCC1.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:14]([C:15]#[N:16])=[C:13]([N:17]=[CH:18][N:19]([CH3:21])[CH3:20])[NH:12][N:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 178484264HCID 178484264, compound

Product 1

HCID 178484262HCID 178484262, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In the presence of 30 mg of Pd/C (5%), 142 mg (0.50 mmol) of N'-[3-(4-nitro-phenyl)-4-cyano-1H-pyrazol-5-yl]-N,N-dimethylformamidine are hydrogenated in 20 ml of THF. Filtering, concentration by evaporation and crystallization from ethyl acetate/diethyl ether/hexane yield N'-[3-(4-amino-phenyl)-4-cyano-1H-pyrazol-5-yl]-N,N-dimethylformamidine; TLC: Rf =0.07 (ethyl acetate:hexane=3:1); FAB-MS: (M+H)+ =255.

Workup

  1. filtrationFiltering
  2. concentrationconcentration
  3. customby evaporation and crystallization from ethyl acetate/diethyl ether/hexane

Sources & evidence

ORD record
ord-aaa5dd31487e4c4e8c558a0038724872
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Linked notes

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