4-Fluorobenzyl bromide → 4-(4-Fluorobenzyloxy)-1-{5-[2-(1-piperidinyl)-ethoxy]pyridin-2-yl}-1H-pyridin-2-one

HRID 15041

Reaction equation

HRID 15041 reaction equation
C(OC1C=CN(C2C=CC(OCCN3CCCCC3)=CC=2)C(=O)C=1)C1C=CC=CC=1.[F:31]C1C=CC(COS(C)(=O)=O)=CN=1.[CH2:44]([O:51][C:52]1[CH:57]=[CH:56][N:55]([C:58]2[CH:63]=[CH:62][C:61]([O:64][CH2:65][CH2:66][N:67]3[CH2:72][CH2:71][CH2:70][CH2:69][CH2:68]3)=[CH:60][N:59]=2)[C:54](=[O:73])[CH:53]=1)[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1.FC1C=CC(CBr)=CC=1>>[F:31][C:48]1[CH:49]=[CH:50][C:45]([CH2:44][O:51][C:52]2[CH:57]=[CH:56][N:55]([C:58]3[CH:63]=[CH:62][C:61]([O:64][CH2:65][CH2:66][N:67]4[CH2:72][CH2:71][CH2:70][CH2:69][CH2:68]4)=[CH:60][N:59]=3)[C:54](=[O:73])[CH:53]=2)=[CH:46][CH:47]=1

Participants

5

Reactant 4

HCID 680214-Fluorobenzyl bromideHCID 247808834-benzyloxy-1-{4-[2-(1-piperidinyl)ethoxy]phenyl}-1H-pyridin-2-oneHCID 589649204-benzyloxy-1-{5-[2-(1-piperidinyl)ethoxy]pyridin-2-yl}-1H-pyridin-2-oneHCID 86614892(6-Fluoropyridin-3-yl)methyl methanesulphonate

Product 1

HCID 589649084-(4-Fluorobenzyloxy)-1-{5-[2-(1-piperidinyl)-ethoxy]pyridin-2-yl}-1H-pyridin-2-one

Procedure

Example 25 was repeated except that 4-benzyloxy-1-{4-[2-(1-piperidinyl)ethoxy]phenyl}-1H-pyridin-2-one and 2-fluoro-5-methanesulfonyloxymethylpyridine were replaced with 4-benzyloxy-1-[5-(2-piperidin-1-ylethoxy)pyridin-2-yl]-1H-piridin-2-one (Example 20) and 4-fluorobenzyl bromide, to provide the title compound.

Sources & evidence

ORD record
ord-0543ca1c38814e0b8f306d13950ad005
Source dataset
uspto-grants-2010_06
Patent number
US07732456B2

Linked notes

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