2-Methoxybenzaldehyde → Cyclohexyl-[6,8-dibromo-2-(2-methoxyphenyl)-5-methyl-imidazo[1,2-a]pyridin-3-yl]-amine

HRID 22797

Reaction equation

HRID 22797 reaction equation
[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([Br:9])=[C:4]([CH3:10])[N:3]=1.[CH:11]1([N+:17]#[C-:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[CH3:19][O:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=O>Cl(O)(=O)(=O)=O>[CH:11]1([NH:17][C:18]2[N:3]3[C:4]([CH3:10])=[C:5]([Br:9])[CH:6]=[C:7]([Br:8])[C:2]3=[N:1][C:23]=2[C:22]2[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=2[O:20][CH3:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 86582-MethoxybenzaldehydeHCID 79129Cyclohexyl isocyanideHCID 522994Wisteria sinensis, ext.

Product 1

HCID 9891862Cyclohexyl-[6,8-dibromo-2-(2-methoxyphenyl)-5-methyl-imidazo[1,2-a]pyridin-3-yl]-amine

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Compound (11) was prepared according to the general synthesis instructions from 1.0 ml of 2-amino-3,5-dibromo-6-methylpyridine solution (0.1 M, DCM), 0.575 ml of cyclohexyl isocyanide solution (0.2 M, DCM), 0.500 ml of 2-methoxybenzaldehyde solution (0.3 M, DCM), and 10 μl of perchloric acid (w=20%).

Sources & evidence

ORD record
ord-953a04bcea68431cb7c804ceb37f0d09
Source dataset
uspto-grants-2005_02
Patent number
US06849642B2

Linked notes

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