3-Aminopyridine → HCID 67206355, compound

HRID 1023883Notes

Reaction equation

HRID 1023883 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.[CH2:8]([O:15][C:16]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:17]=1[CH:18]=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>ClCCl>[CH2:8]([O:15][C:16]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:17]=1[CH:18]=[N:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 100093-AminopyridineHCID 8907792-(benzyloxy)-5-chlorobenzaldehyde

Product 1

HCID 67206355HCID 67206355, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of pyridin-3-amine (2.13 mmol), 2-(benzyloxy)-5-chlorobenzaldehyde (1.93 mmol) and Mg(ClO4)2 (0.579 mmol) was stirred at 50° C. in dichloromethane (10 mL) for 4 h. After cooling to room temperature, the solution was filtered through 0.45 micron filter and the solvent was evaporated to afford solid. Yield 96%. 1H NMR: 5.16 (s, 2H), 6.97 (d, 1H, J=8.96 Hz), 7.28-7.40 (m, 8H), 7.48-7.52 (m, 1H), 8.15 (d, 1H, J=2.70 Hz), 8.45-8.48 (m, 2H).

Workup

  1. filtrationthe solution was filtered through 0.45 micron
  2. filtrationfilter
  3. customthe solvent was evaporated
  4. customto afford solid

Sources & evidence

ORD record
ord-0ef4453f037a41db81c0ddd6ffc7c083
Source dataset
uspto-grants-2014_05
Patent number
US08722720B2

Reaction notes

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