3-Pyridinemethanamine → HCID 3637876, compound

HRID 1371540Notes

Reaction equation

HRID 1371540 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1.[C:9](=N)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(Cl)Cl>[C:9](=[N:1][CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 310183-PyridinemethanamineHCID 136809Benzophenone imine2×

Product 1

HCID 3637876HCID 3637876, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.7 ml of 3-(aminomethyl)pyridine are added to a solution of 2.8 ml of benzophenoneimine in 50 ml of DCM, and the mixture is stirred overnight at RT. A further 0.28 ml of benzophenoneimine is added and the mixture is stirred for 2 hours at RT. The reaction mixture is concentrated under vacuum, the residue is extracted with ether, the organic phase is washed with water and with saturated NaCl solution and dried over Na2SO4, and the solvent is evaporated off under vacuum. 4.56 g of the expected product are obtained.

Workup

  1. stirringthe mixture is stirred for 2 hours at RT
  2. concentrationThe reaction mixture is concentrated under vacuum
  3. extractionthe residue is extracted with ether
  4. washthe organic phase is washed with water and with saturated NaCl solution
  5. dry with materialdried over Na2SO4
  6. customthe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-22dc80507e2341c39acf54da9507dd89
Source dataset
uspto-grants-2007_01
Patent number
US07157454B2

Reaction notes

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