1-(2-Hydroxyethyl)piperazine → 2-(4-chlorocinnamyl)-6-(3-fluoro-4-methoxyphenyl)-4-[4-(2-hydroxyethyl)-1-piperazinyl]methyl-2H-pyridazin-3-one

HRID 8037

Reaction equation

HRID 8037 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:15](=[O:33])N(CC(C)C)N=C(C3C=CC(C)=C(F)C=3)C=2C)[CH2:10][CH2:9]1)=O)(C)(C)C.[Cl:34][C:35]1[CH:65]=[CH:64][C:38]([CH:39]=[CH:40][CH2:41][N:42]2[C:47](=[O:48])[C:46]([CH2:49]OS(C)(=O)=O)=[CH:45][C:44]([C:55]3[CH:60]=[CH:59][C:58]([O:61][CH3:62])=[C:57]([F:63])[CH:56]=3)=[N:43]2)=[CH:37][CH:36]=1.N1(CCO)CCNCC1>>[Cl:34][C:35]1[CH:36]=[CH:37][C:38]([CH:39]=[CH:40][CH2:41][N:42]2[C:47](=[O:48])[C:46]([CH2:49][N:8]3[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][OH:33])[CH2:10][CH2:9]3)=[CH:45][C:44]([C:55]3[CH:60]=[CH:59][C:58]([O:61][CH3:62])=[C:57]([F:63])[CH:56]=3)=[N:43]2)=[CH:64][CH:65]=1

Participants

4

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 672140994-(4-tert-butoxycarbonyl-1-piperazinyl)-methyl-6-(3-fluoro-4-methylphenyl)-2-isobutyl-2H-pyridazin-3-oneHCID 738582842-(4-chlorocinnamyl)-6-(3-fluoro-4-methoxyphenyl)-4-methane sulfonyloxymethyl-2H-pyridazin-3-one

Product 1

HCID 672134002-(4-chlorocinnamyl)-6-(3-fluoro-4-methoxyphenyl)-4-[4-(2-hydroxyethyl)-1-piperazinyl]methyl-2H-pyridazin-3-oneYield 65.1%

Procedure

Following the procedure of Example 1 (10), 2-(4-chlorocinnamyl)-6-(3-fluoro-4-methoxyphenyl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one and 1-piperazineethanol were reacted to yield the title compound as slightly-yellow needles (yield: 65.1%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-05e673c9e6fa437aa9ab215ba6dafd87
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Linked notes

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