2-(4-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-(4-methyl-1-piperazinyl)methyl-2H-pyridazin-3-one → 2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one

HRID 2249422Notes

Reaction equation

HRID 2249422 reaction equation
ClC1C=CC(CN2C(=O)C(CN3CCN(C)CC3)=CC(C3C=CC4OCCC=4C=3)=N2)=CC=1.[C:33]([C:36]1[C:37](=[O:61])[N:38]([CH2:51][CH:52]=[CH:53][C:54]2[CH:59]=[CH:58][C:57]([Cl:60])=[CH:56][CH:55]=2)[N:39]=[C:40]([C:42]2[CH:43]=[CH:44][C:45]3[O:49][CH2:48][CH2:47][C:46]=3[CH:50]=2)[CH:41]=1)(O)=[O:34]>>[Cl:60][C:57]1[CH:58]=[CH:59][C:54]([CH:53]=[CH:52][CH2:51][N:38]2[C:37](=[O:61])[C:36]([CH2:33][OH:34])=[CH:41][C:40]([C:42]3[CH:43]=[CH:44][C:45]4[O:49][CH2:48][CH2:47][C:46]=4[CH:50]=3)=[N:39]2)=[CH:55][CH:56]=1

Participants

3

Reactant 2

HCID 230941152-(4-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-(4-methyl-1-piperazinyl)methyl-2H-pyridazin-3-oneHCID 693088804-carboxy-2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one

Product 1

HCID 693116652-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-oneYield 31.1%

Procedure

The general procedure of Example 1 (4) was carried out by use of 4-carboxy-2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one, to thereby yield the title compound as a pale yellow powder (yield: 31.1%).

Sources & evidence

ORD record
ord-af85152527784387bdbb1120e0286f10
Source dataset
uspto-grants-2008_01
Patent number
US07314877B2

Reaction notes

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