6-bromo-2-methylimidazo[1,2-a]pyridine-3-carbaldehyde → HCID 86631148, compound

HRID 912724Notes

Reaction equation

HRID 912724 reaction equation
[NH2:1][CH:2]([CH3:15])[CH2:3][N:4]1[C:12]2[N:11]=[CH:10][NH:9][C:8]=2[C:7](=[O:13])[NH:6][C:5]1=[S:14].[Br:16][C:17]1[CH:18]=[CH:19][C:20]2[N:21]([C:23]([CH:27]=O)=[C:24]([CH3:26])[N:25]=2)[CH:22]=1>>[Br:16][C:17]1[CH:18]=[CH:19][C:20]2[N:21]([C:23]([CH2:27][NH:1][CH:2]([CH3:15])[CH2:3][N:4]3[C:12]4[N:11]=[CH:10][NH:9][C:8]=4[C:7](=[O:13])[NH:6][C:5]3=[S:14])=[C:24]([CH3:26])[N:25]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 27570606-bromo-2-methylimidazo[1,2-a]pyridine-3-carbaldehydeHCID 24855635HCID 24855635, compound

Product 1

HCID 86631148HCID 86631148, compoundYield 24%

Procedure

The title compound was prepared in accordance with the general method described above using 3-(2-aminopropyl)-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one (60 mg, 0.18 mmol, obtained from Example 29(c)) and 6-bromo-2-methylimidazo[1,2-a]pyridine-3-carbaldehyde (33.8 mg, 0.14 mmol), with the exception that the imine formation was allowed to run for 48 h, which generated 15 mg (24% yield) of the title compound.

Workup

  1. customThe title compound was prepared in accordance with the general method

Sources & evidence

ORD record
ord-7fa1e1d0021041fc9dc54b39bf5bb959
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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