3-Aminopyridine → HCID 178482195, compound

HRID 1503142Notes

Reaction equation

HRID 1503142 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]=O)=[CH:2]1.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([NH2:18])[CH:13]=1>ClCCl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[N:18]\[C:14]2[CH:13]=[N:12][CH:17]=[CH:16][CH:15]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 100093-AminopyridineHCID 10256Indole-3-Carboxaldehyde

Product 1

HCID 178482195HCID 178482195, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of indole-3-carbaldehyde (1 g, 6.9 mmol, 1.0 eq.) and pyridin-3-ylamine (843 mg, 9.0 mmol, 1.3 eq.) in anhydrous dichloromethane (15 mL) was heated in a sealed tube at reflux temperature for 36 hours. The reaction was allowed to cool to room temperature and then, the insoluble was filtered, washed with dichloromethane and diethyl ether to afford (Z)-(1H-indol-3-ylmethylene)-pyridin-3-amine as a beige powder (1.5 g, Rdt: 98%).

Workup

  1. temperaturewas heated in a sealed tube
  2. temperatureat reflux temperature for 36 hours
  3. filtrationthe insoluble was filtered
  4. washwashed with dichloromethane and diethyl ether

Sources & evidence

ORD record
ord-e7b90d976a994707b586a8c7ed48dbf7
Source dataset
uspto-grants-2015_12
Patent number
US09212138B2

Reaction notes

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