Triethylamine → HCID 53863368, compound

HRID 1419162Notes

Reaction equation

HRID 1419162 reaction equation
N[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.Cl[C:12]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[CH:14][N:13]=1.C(N(CC)CC)C>C(O)C>[N+:18]([C:17]1[C:12]([C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[NH:7][CH:6]=[CH:5]3)=[N:13][CH:14]=[CH:15][CH:16]=1)([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 788675-AminoindoleHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 53863368HCID 53863368, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Aminoindole and 2-chloro-3-nitropyridine were used. Triethylamine was used as base, absolute ethanol was used as solvent, and the reaction was stirred at room temperature for 4 days. The resulting reaction mixture was filtered to afford the title compound (69%) as an orange solid: mp, 162.0°-163.5° C.; 13C NMR (CDCl3) δ 155.6, 150.5, 135.5, 133.5, 129.7, 127.9, 127.6, 125.9, 118.5, 115.0, 113.4, 111.2, 101.2; Anal. calcd for C13H10N4O2 : C, 61.41; H, 3.96; N, 22.04. Found: C, 61.22; H, 3.80; N, 22.08.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas filtered

Sources & evidence

ORD record
ord-f401f5886db74043845f4fc6a3f072a3
Source dataset
uspto-grants-1999_03
Patent number
US05886008

Reaction notes

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