2-Chlorobenzyl chloride → 4-carboxy-2-(2-chlorobenzyl)-6-(4-fluoro-3-methylphenyl)-2H-pyridazin-3-one

HRID 1348792Notes

Reaction equation

HRID 1348792 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][CH:26]=[CH:25][C:22]=1[CH2:23]Cl>>[C:15]([C:10]1[C:11](=[O:14])[N:12]([CH2:23][C:22]2[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=2[Cl:20])[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 119062-Chlorobenzyl chlorideHCID 219914596-(4-fluoro-3-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one

Product 1

HCID 225623034-carboxy-2-(2-chlorobenzyl)-6-(4-fluoro-3-methylphenyl)-2H-pyridazin-3-oneYield 76.4%

Procedure

Following the procedure of Example 1(6), 6-(4-fluoro-3-methylphenyl)-4-methoxycarbonyl-2H-pyridazin-3-one and 2-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 pale yellow needles (76.4%).

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-0434afcc1dee4bd8afd647833793c22b
Source dataset
uspto-grants-2007_05
Patent number
US07211577B2

Reaction notes

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