HCID 18383170, compound → HCID 18383132, compound

HRID 2297631Notes

Reaction equation

HRID 2297631 reaction equation
[CH:1]([C:4]1[NH:14][C:7]2[C:8](=[O:13])[NH:9][CH:10]=[C:11](Br)[C:6]=2[N:5]=1)([CH3:3])[CH3:2].[C:15]([Cu])#[N:16]>CN(C=O)C>[CH:1]([C:4]1[NH:14][C:7]2[C:8](=[O:13])[NH:9][CH:10]=[C:11]([C:15]#[N:16])[C:6]=2[N:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 18383170HCID 18383170, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 18383132HCID 18383132, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By reaction of 2-isopropyl-3,5-dihydro-7-bromoimidazo-[4,5-c]pyridin-4-one with CuCN in DMF by customary methods (Ellefson et al., J. Med. Chem. 1976, 19), 2-isopropyl-3,5-dihydro-7-cyanoimidazo[4,5-c]pyridin-4-one is obtained. This is then hydrolysed and alkylated analogously to Examples 1 and 4 and hydrogenated analogously to Example 3. In this process, the carboxylic acid derivatives listed under Example 6 are obtained.

Sources & evidence

ORD record
ord-431af7e9dbd74778b2be81d4d06144f2
Source dataset
uspto-grants-2002_12
Patent number
US06492384B1

Reaction notes

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