Benzyl Bromide → 3-(Benzyloxy)-2-bromo-6-iodopyridine

HRID 459851

Reaction equation

[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([I:9])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([O:8][C:7]1[C:2]([Br:1])=[N:3][C:4]([I:9])=[CH:5][CH:6]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 7498Benzyl Bromide

HCID 11430Potassium Carbonate

HCID 109794792-Bromo-6-iodopyridin-3-ol

Product 1

HCID 110255633-(Benzyloxy)-2-bromo-6-iodopyridine

Procedure

2-Bromo-6-iodopyridin-3-ol was reacted with potassium carbonate and benzyl bromide to obtain 3-(benzyloxy)-2-bromo-6-iodopyridine, which was then reacted in a similar manner to Reference Example 11, Example 22 and Example 4, successively. Further, the resulting product was subjected to catalytic reduction using palladium/carbon to obtain an objective compound.

Sources & evidence

ORD record: ord-16b798cbc5e24f36bb7af0c1f45380de
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196080B2

Linked notes

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