5-Bromo-2-iodotoluene → HCID 68193185, compound

HRID 1626817Notes

Reaction equation

HRID 1626817 reaction equation
Br[C:2]1[CH:16]=[CH:15][C:5]([CH2:6][O:7][Si:8]([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9])=[C:4]([CH3:17])[CH:3]=1.[Br:18][C:19]1[CH:24]=[CH:23][C:22](I)=[C:21]([CH3:26])[CH:20]=1>>[Br:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[CH:16]=[CH:15][C:5]([CH2:6][O:7][Si:8]([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9])=[C:4]([CH3:17])[CH:3]=2)=[C:21]([CH3:26])[CH:20]=1

Participants

3

Reactant 2

HCID 27246015-Bromo-2-iodotolueneHCID 68193209HCID 68193209, compound

Product 1

HCID 68193185HCID 68193185, compoundYield 34%

Procedure

In accordance with Example 19-(2), but using [(4-bromo-2-methylbenzyl)oxy](tert-butyl)dimethylsilane instead of tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-4-carboxylate, and 4-bromo-1-iodo-2-methylbenzene instead of tert-butyl[(4-iodobenzyl)oxy]dimethylsilane, the title compound (yield 34%) was afforded as a yellow oil.

Sources & evidence

ORD record
ord-4cef857564fc4607a6a286b486fb3d5b
Source dataset
uspto-grants-2014_07
Patent number
US08785462B2

Reaction notes

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