4-Methyloxybenzyl chloride → 2-{4-[4-(2,6-difluorophenyl)-2-hydroxybutyl]piperazinyl}-N-(2,6-dimethylphenyl)acetamide

HRID 1267024Notes

Reaction equation

HRID 1267024 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:31])[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH:19]([OH:30])[CH2:20]CC2C=CC(OC)=CC=2)[CH2:14][CH2:13]1.[F:32][C:33]1[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[C:34]=1[CH2:35]Cl.COC1C=CC(CCl)=CC=1>>[F:32][C:33]1[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[C:34]=1[CH2:35][CH2:20][CH:19]([OH:30])[CH2:18][N:15]1[CH2:16][CH2:17][N:12]([CH2:11][C:10]([NH:9][C:3]2[C:4]([CH3:8])=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])=[O:31])[CH2:13][CH2:14]1

Participants

4

Reactant 3

HCID 699934-Methyloxybenzyl chlorideHCID 5815702,6-Difluorobenzyl chlorideHCID 12052937N-(2,6-dimethylphenyl)-2-{4-[4-(4-methoxyphenyl)-2-hydroxybutyl]piperazinyl}acetamide

Product 1

HCID 101135982-{4-[4-(2,6-difluorophenyl)-2-hydroxybutyl]piperazinyl}-N-(2,6-dimethylphenyl)acetamide

Procedure

Compound 17 was prepared in a manner similar to that of compound 16 substituting 2,6-difluorobenzyl chloride for 4-methoxybenzyl chloride. (M+1)=432.2

Sources & evidence

ORD record
ord-e7bfede09a574071aa91e61b5ed4097e
Source dataset
uspto-grants-2003_04
Patent number
US06552023B2

Reaction notes

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