1-Chloro-4-(chloromethyl)benzene → 4-carboxy-2-(4-chlorobenzyl)-6-(4-fluoro-3-methylphenyl)-2H-pyridazin-3-one

HRID 1348791Notes

Reaction equation

HRID 1348791 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:15]([O:17]C)=[O:16])[C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][C:3]=1[CH3:19].[Cl:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Cl)=[CH:23][CH:22]=1>>[C:15]([C:10]1[C:11](=[O:14])[N:12]([CH2:25][C:24]2[CH:27]=[CH:28][C:21]([Cl:20])=[CH:22][CH:23]=2)[N:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[C:3]([CH3:19])[CH:4]=2)[CH:9]=1)([OH:17])=[O:16]

Participants

3

Reactant 2

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 219914596-(4-fluoro-3-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one

Product 1

HCID 225622974-carboxy-2-(4-chlorobenzyl)-6-(4-fluoro-3-methylphenyl)-2H-pyridazin-3-oneYield 46.5%

Procedure

Following the procedure of Example 1(6), 6-(4-fluoro-3-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one and 4-chlorobenzyl chloride were reacted to yield a crude product. Without purification, the crude product was reacted further in accordance with the procedure of Example 1(7) to yield the title compound as a pale yellow crystalline powder (46.5%).

Workup

  1. customwere reacted
  2. customto yield a crude product
  3. customWithout purification
  4. customthe crude product was reacted further in accordance with the procedure of Example 1(7)

Sources & evidence

ORD record
ord-07a94601efa14b55b22a40102768c4c8
Source dataset
uspto-grants-2007_05
Patent number
US07211577B2

Reaction notes

Loading…