1-Butanol → HCID 21933852, compound

HRID 891423Notes

Reaction equation

HRID 891423 reaction equation
[CH2:1]([OH:5])[CH2:2][CH2:3][CH3:4].C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[F:16][C:17]1[CH:18]=[C:19]([N:24]2[C:29](=[O:30])[C:28](Cl)=[C:27]([Cl:32])[CH:26]=[N:25]2)[CH:20]=[CH:21][C:22]=1[F:23]>C1COCC1>[F:16][C:17]1[CH:18]=[C:19]([N:24]2[C:29](=[O:30])[C:28]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[C:27]([Cl:32])[CH:26]=[N:25]2)[CH:20]=[CH:21][C:22]=1[F:23]

Participants

5

Reactant 3

HCID 2631-ButanolHCID 2724254Sodium bis(trimethylsilyl)amideHCID 219343084,5-Dichloro-2-(3,4-difluorophenyl)pyridazin-3(2H)-one

Product 1

HCID 21933852HCID 21933852, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

To a stirred, room temperature solution of n-butanol (0.81 g, 10.93 mmol, 1.1 equiv.) in THF (20 mL) was slowly added 1.0 M sodium bis(trimethylsilyl)amide in THF (12 mL, 12 mmol, 1.2 equiv.). The reaction mixture was stirred for 0.5 hours, then it was transferred to a solution of 2-(3,4-difluorophenyl)-4,5-dichloro-3(2H)-pyridazinone (2.88 g, 10.4 mmol, 1.0 equiv.) in THF (80 mL). The resulting reaction mixture was stirred for 0.5 hours at room temperature to provide the title compound (2.5 g, 79.4%).

Workup

  1. customThe resulting reaction mixture
  2. stirringwas stirred for 0.5 hours at room temperature

Sources & evidence

ORD record
ord-45a10491ab8a4933a9bd8b642cc1c1ba
Source dataset
uspto-grants-2006_02
Patent number
US07001895B2

Reaction notes

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