HCID 86679692, compound → 1403249-01-3
Reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([NH:11]CC2C=CC(OC)=CC=2)[CH:8]=[N:9][CH:10]=1)[CH3:3]>C(O)(C(F)(F)F)=O>[CH3:3][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([NH2:11])[CH:8]=[N:9][CH:10]=1)[CH3:1]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
5-((dimethylamino)methyl)-N-(4-methoxybenzyl)pyridin-3-amine (LVI) (0.15 g, 0.56 mmol) was dissolved in TFA (2.0 mL) and stirred at room temperature for 1 h. The TFA was removed, and the residue was treated with 7N ammonia in MeOH/chloroform mixture (7/93) to neutralize the TFA and concentrated again to a residue. The residue was purified by flash silica gel chromatography utilizing a 4 g Thomson normal-phase silica gel cartridge (100% CHCl3→3:97 MeOH[7N NH3]:CHCl3) to afford 5-((dimethylamino)methyl)pyridin-3-amine (LVII) (0.044 g, 0.29 mmol, 52% yield) as a brown oil. ESIMS found for C8H13N3 m/z 152 (M+H).