4-Methoxybenzaldehyde → 5-methoxy-N-(4-methoxybenzyl)pyridine-2-amine

HRID 889455Notes

Reaction equation

HRID 889455 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([NH2:19])=[N:17][CH:18]=1.COC1C=CC(CNC2CCC2)=CC=1>CO>[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([NH:19][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[N:17][CH:18]=1

Participants

5

Reactant 3

HCID 312444-MethoxybenzaldehydeHCID 113209342-Amino-5-methoxypyridineHCID 59313984N-[(4-methoxyphenyl)methyl]cyclobutanamine

Product 1

HCID 593140055-methoxy-N-(4-methoxybenzyl)pyridine-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5A was prepared from 4-methoxybenzaldehyde and 5-methoxypyridin-2-amine following the procedure employed for the preparation of 4A. HPLC: Rt=1.30 min (PHENOMENEX® Luna C18 4.6×30 mm 3 u, A10-90% aqueous methanol containing 0.1% TFA in 2 min; 4 mL/min flow). MS (ES): m/z=244.9 [M+H]+.

Sources & evidence

ORD record
ord-f86c6aaf7df94774b2924ffb2619403e
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Reaction notes

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