Cesium carbonate → HCID 59716798, compound

HRID 2224209Notes

Reaction equation

HRID 2224209 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][N:11]3[C:14](=O)[NH:15][N:16]=[C:10]3[C:9]=2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:4][CH:3]=1.[C:25]([O-:28])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[N:12][N:11]3[C:25](=[O:28])[N:15]([CH:14]4[CH2:6][CH2:7][CH2:2][CH2:3][CH2:4]4)[N:16]=[C:10]3[C:9]=2[C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 111641617,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

Product 1

HCID 59716798HCID 59716798, compoundYield 107.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared using 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (40 mg, 0.11 mmol), prepared as described in Example 1, Cs2CO3 (44 mg, 0.135 mmol), bromoclohexane (100 mg, 0.61 mmol) in DMF (1 mL) and by following the procedure described in Example 9. The title compound, 7,8-bis(4-chlorophenyl)-2-cyclohexyl-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (26 mg, 54%) was obtained as yellow lyophilate. MS M+H=439; 1H NMR (CDCl3) δ 8.17 (1H, s), 7.30-7.38 (6H, m), 7.11 (2H, d, J=5.0 Hz), 4.38-4.41 (1H, m), 1.75-2.0 (6H, m), 1.65-1.75 (1H, m), 1.35-1.50 (2H, m), 1.1-1.30 (1H, m).

Workup

  1. customThe title compound was prepared
  2. customprepared

Sources & evidence

ORD record
ord-2526e0e7a0714b219ab25112d6829f71
Source dataset
uspto-grants-2008_05
Patent number
US07378418B2

Reaction notes

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