3-Aminopyridine → HCID 178482195, compound

HRID 2368865Notes

Reaction equation

HRID 2368865 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-a7bf5b13697e41bfae9f20ffea393c36
Source dataset
uspto-grants-2014_04
Patent number
US08703808B2

Reaction notes

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