Ethylamine → HCID 178463250, compound

HRID 861050Notes

Reaction equation

HRID 861050 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][NH:16][C:15](=[N:19]N)[CH:14]=3)=[CH:11][NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:21](N)[CH3:22]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH2:21][CH3:22])[CH:14]=3)=[CH:11][NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 178514299HCID 178514299, compound

Product 1

HCID 178463250HCID 178463250, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the bromopyridine compound prepared in step 3 of Example A-219 (300 mg, 0.9 mmol) in ethylamine (3.5 ml) and ethanol (5 ml) as heated at 150° C. in a sealed tube for 9 hours. The solvent was removed in vacuo and the residue chromatographed on silica gel with 70 ethyl acetate/30 toluene to give 4-[3-(3-chlorophenyl)-1H-pyrazol-4-yl]-N-ethyl-2-pyridinamine (125 mg, 46%) as a solid, m.p. 186–187° C.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue chromatographed on silica gel with 70 ethyl acetate/30 toluene

Sources & evidence

ORD record
ord-5bc7dd177061445294fff64fdffe9eda
Source dataset
uspto-grants-2006_12
Patent number
US07153959B2

Reaction notes

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