Cyclohexylamine → 7-Cyclohexylamino-5-methyl-1H-pyrazolo[4,3-b]pyridine

HRID 637982Notes

Reaction equation

HRID 637982 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:9]1[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]2[CH:16]=[N:17][NH:18][C:10]=12>C1(C)C(C)=CC=CC=1>[CH:1]1([NH:7][C:9]2[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]3[CH:16]=[N:17][NH:18][C:10]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 116798717-Chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine

Product 1

HCID 202548567-Cyclohexylamino-5-methyl-1H-pyrazolo[4,3-b]pyridineYield 16.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Cyclohexylamine (1.14 ml, 0.01 mole) and 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (0.5 g, 0.003 mole) were heated at reflux in dry xylene (3 ml) for 48 h. The solvent was removed under reduced pressure and the residue crystallised from ethyl acetate/ether/pentane to give the title compound as a white solid (112 mg, 16%), m.p. 287°-289° C.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue crystallised from ethyl acetate/ether/pentane

Sources & evidence

ORD record
ord-431de205525d41b4a6eebfce37cf6c58
Source dataset
uspto-grants-1985_12
Patent number
US04559348

Reaction notes

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