2-Amino-4-methylpyridine → 7-Methyl-3-(2-methyl-2-nitropropyl)imidazo[1,2-a]pyridine

HRID 852220Notes

Reaction equation

HRID 852220 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.Br[CH:10]([CH2:13][C:14]([CH3:19])([N+:16]([O-:18])=[O:17])[CH3:15])[CH:11]=O>>[CH3:8][C:6]1[CH:5]=[CH:4][N:3]2[C:10]([CH2:13][C:14]([CH3:19])([N+:16]([O-:18])=[O:17])[CH3:15])=[CH:11][N:1]=[C:2]2[CH:7]=1

Participants

3

Reactant 2

HCID 15332-Amino-4-methylpyridineHCID 220385582-Bromo-4-methyl4-nitropentanal

Product 1

HCID 220385657-Methyl-3-(2-methyl-2-nitropropyl)imidazo[1,2-a]pyridineYield 63.4%

Procedure

2-Amino-4-methylpyridine (2.2 g, 20.3 mmol) and 2-bromo-4-methyl-4-nitropentanal (20.3 mmol) are reacted as described in Amine 7 to give 3.0 g of 7-methyl-3-(2-methyl-2-nitropropyl)imidazo[1,2-a]pyridine (63%).

Sources & evidence

ORD record
ord-88eea8cdc27a44899ea206571ec92fda
Source dataset
uspto-grants-2007_08
Patent number
US07253181B2

Reaction notes

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