Isopentyldiol → 5-Bromo-2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)pyridazin-3(2H)-one

HRID 381990Notes

Reaction equation

HRID 381990 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14](=[O:15])[C:13](Br)=[C:12]([Br:17])[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:18][C:19]([OH:24])([CH3:23])[CH2:20][CH2:21][OH:22]>>[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14](=[O:15])[C:13]([O:22][CH2:21][CH2:20][C:19]([OH:24])([CH3:23])[CH3:18])=[C:12]([Br:17])[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 247470IsopentyldiolHCID 159418894,5-Dibromo-2-(3,4-difluorophenyl)pyridazin-3(2H)-one

Product 1

HCID 219342275-Bromo-2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)pyridazin-3(2H)-one

Procedure

The dibromo-intermediate from Example 471B was reacted according to the procedure described in Example 194B, substituting 3-methyl-1,3-butanediol in place of methanol, to selectively react at the 4-position and provide the title intermediate.

Workup

  1. customto selectively react at the 4-position

Sources & evidence

ORD record
ord-320d96b657e94f659d4b15839d6a1bd3
Source dataset
uspto-grants-2001_10
Patent number
US06307047B1

Reaction notes

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