Sodium hydride → HCID 16064455, compound

HRID 1360671Notes

Reaction equation

HRID 1360671 reaction equation
[H-].[Na+].[CH:3]1([CH2:6][OH:7])[CH2:5][CH2:4]1.Cl[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][CH:18]=1)=[C:14]([C:19]1[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:26])[C:13](=[O:27])[CH:12]=[CH:11]2>CN(C=O)C.C(OCC)(=O)C.O>[CH:3]1([CH2:6][O:7][C:9]2[N:10]3[C:15]([CH:16]=[CH:17][CH:18]=2)=[C:14]([C:19]2[C:20]([Cl:26])=[CH:21][CH:22]=[CH:23][C:24]=2[Cl:25])[C:13](=[O:27])[CH:12]=[CH:11]3)[CH2:5][CH2:4]1

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 57700381HCID 57700381, compound

Product 1

HCID 16064455HCID 16064455, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 22728543Water ethylacetateSolvent

Procedure

To oil free sodium hydride (24 mg) suspended in DMF was added cyclopropylmethanol (0.08 mL) at room temperature and stirred for ½ hr. To this mixture was added 6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one (Example 1, 15 mg) and stirred for approximately 1-3 hours. The mixture was diluted with ethyl acetate/water. The organic layers were washed with water (3×), brine, and dried over magnesium sulfate. Upon evaporation, the residue was purified by silica gel (methylene chloride/acetone=3/1) to give title compound (15 mg).

Workup

  1. stirringstirred for approximately 1-3 hours
  2. washThe organic layers were washed with water (3×), brine
  3. dry with materialdried over magnesium sulfate
  4. customUpon evaporation
  5. customthe residue was purified by silica gel (methylene chloride/acetone=3/1)

Sources & evidence

ORD record
ord-b424d67178a74a24836aa2a26a5f2a23
Source dataset
uspto-grants-2011_02
Patent number
US07879875B2

Reaction notes

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