4-Fluorobenzyl bromide → N-[5-(4-Fluoro-benzyloxymethyl)-6-methyl-pyridin-2-yl]-2,2-dimethyl-propionamide

HRID 1454852Notes

Reaction equation

HRID 1454852 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([NH:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[N:7][C:8]=1[CH3:9].[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1>>[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][O:1][CH2:2][C:3]2[CH:4]=[CH:5][C:6]([NH:10][C:11](=[O:16])[C:12]([CH3:13])([CH3:15])[CH3:14])=[N:7][C:8]=2[CH3:9])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 680214-Fluorobenzyl bromideHCID 68844472N-(5-Hydroxymethyl-6-methyl-pyridin-2-yl)-2,2-dimethyl-propionamide2×

Product 1

HCID 68842559N-[5-(4-Fluoro-benzyloxymethyl)-6-methyl-pyridin-2-yl]-2,2-dimethyl-propionamide

Procedure

This material was prepared in analogy to example 86 step A] from N-(5-hydroxymethyl-6-methyl-pyridin-2-yl)-2,2-dimethyl-propionamide (0.6 g, product of example 112 step B]) and 4-fluorobenzyl bromide (0.56 g) as an orange solid (0.8 g). MS (ESI): 231.3 (MH+).

Sources & evidence

ORD record
ord-e921baa26eeb4addada11117b406faf0
Source dataset
uspto-grants-2009_01
Patent number
US07482341B2

Reaction notes

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