Sodium Iodide → 3-Iodo-8-methyl-quinolin-6-ol

HRID 2421530Notes

Reaction equation

HRID 2421530 reaction equation
Br[C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([OH:12])=[CH:7][C:6]=2[CH3:13].[I-:14].[Na+].CN(C)CCN(C)C>[Cu](I)I>[I:14][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([OH:12])=[CH:7][C:6]=2[CH3:13]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 574179313-Bromo-8-methylquinolin-6-ol

Product 1

HCID 667178173-Iodo-8-methyl-quinolin-6-ol

Reagents, catalysts & solvents 1

HCID 83717Copper iodideCatalyst

Procedure

In a similar procedure to Step 1 of Example 13A, 3-bromo-8-methyl-quinolin-6-ol (preparation described in Example 13 Stage 1) was reacted sodium iodide, copper iodide and N,N,N′,N′-tetramethyl-ethane-1,2-diamine to give the required product, 3-iodo-8-methyl-quinolin-6-ol, as a brown coloured solid (MH+ 286).

Sources & evidence

ORD record
ord-7bedf4af81ef4ff596864e035070ca71
Source dataset
uspto-grants-2011_06
Patent number
US07956188B2

Reaction notes

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