Sodium hydride → HCID 16749956, compound

HRID 1454969Notes

Reaction equation

HRID 1454969 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[SH:11].Cl[C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[CH:20][C:21](=[O:31])[C:22]=2[C:23]2[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=2[F:30])[N:18]=1>C1COCC1>[F:29][C:28]1[CH:27]=[CH:26][CH:25]=[C:24]([F:30])[C:23]=1[C:22]1[C:21](=[O:31])[CH:20]=[CH:19][N:17]2[C:16]=1[CH:15]=[CH:14][C:13]([S:11][C:5]1[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:4]=1[F:3])=[N:18]2

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27370732,4-Difluorobenzene-1-thiolHCID 575312262-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one

Product 1

HCID 16749956HCID 16749956, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of NaH (20 mg, 0.83 mmol) and 2,4-difluorobenzenethiol (74 mg, 0.51 mmol), in THF 2 mL was added 2-chloro-5-(2,6-difluorophenyl)-6H-pyrido[1,2-b]pyridazin-6-one (50 mg, 0.17 mmol) as a solution in THF (1 mL). The reaction was complete in 10 min and concentrated in vacuo. The crude residue was purified via silica gel chromatography (EtOAc/CH2Cl2/MeOH) to yield the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe crude residue was purified via silica gel chromatography (EtOAc/CH2Cl2/MeOH)

Sources & evidence

ORD record
ord-73911a6c51974cc8b8a1692660c28c8f
Source dataset
uspto-grants-2009_01
Patent number
US07482345B2

Reaction notes

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