2-(4-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one → 4-carboxy-2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one

HRID 2249421Notes

Reaction equation

HRID 2249421 reaction equation
ClC1C=CC(CN2C(=O)C(COS(C)(=O)=O)=CC(C3C=CC4OCCC=4C=3)=N2)=CC=1.[O:31]1[C:35]2[CH:36]=[CH:37][C:38]([C:40]3[CH:41]=[C:42]([C:47]([O:49]C)=[O:48])[C:43](=[O:46])[NH:44][N:45]=3)=[CH:39][C:34]=2[CH2:33][CH2:32]1.[Cl:51][C:52]1[CH:61]=[CH:60][C:55]([CH:56]=[CH:57][CH2:58]Cl)=[CH:54][CH:53]=1>>[C:47]([C:42]1[C:43](=[O:46])[N:44]([CH2:58][CH:57]=[CH:56][C:55]2[CH:60]=[CH:61][C:52]([Cl:51])=[CH:53][CH:54]=2)[N:45]=[C:40]([C:38]2[CH:37]=[CH:36][C:35]3[O:31][CH2:32][CH2:33][C:34]=3[CH:39]=2)[CH:41]=1)([OH:49])=[O:48]

Participants

4

Reactant 3

HCID 230941032-(4-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-oneHCID 23094117HCID 23094117, compoundHCID 53728250p-Chlorocinnamyl chloride

Product 1

HCID 693088804-carboxy-2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-oneYield 44.4%

Procedure

The general procedure of Example 1 (3) was carried out by use of 6-(2,3-dihydro-1-benzofuran-5-yl)-4-methoxycarbonyl-2H-pyridazin-3-one and 4-chlorocinnamyl chloride, to thereby yield the title compound as an orange powder (yield: 44.4%).

Sources & evidence

ORD record
ord-6b465427e86e4622bcbd46b317d3a587
Source dataset
uspto-grants-2008_01
Patent number
US07314877B2

Reaction notes

Loading…