Sodium Carbonate → HCID 118323942, compound

HRID 1778305Notes

Reaction equation

HRID 1778305 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[C:20]2[CH2:21][CH2:22][N:23](C(=O)C(F)(F)F)[CH2:24][CH:25]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+].[Na+]>C1COCC1.CO.O>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH:13]=[C:12]3[C:20]2[CH2:21][CH2:22][NH:23][CH2:24][CH:25]=2)=[CH:33][CH:34]=1

Participants

6

Reactant 2

HCID 10340Sodium CarbonateHCID 118324117HCID 118324117, compound

Product 1

HCID 118323942HCID 118323942, compound

Reagents, catalysts & solvents 3

HCID 962WaterCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of 6-(bis(4-chlorophenyl)methyl)-4-(1-(2,2,2-trifluoroacetyl)-1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one (23 mg, 0.041 mmol), Na2CO3 (22.8 mg, 0.165 mmol) in THF (0.8 mL), MeOH (0.5 mL) and a couple of drops of water was stirred at 30° C. for 3 hr. The solvent was evaporated and to the residue was added DCM and water. The organics were dried over anhydrous Na2SO4, filtered and concentrated to yield 6-(bis(4-chlorophenyl)methyl)-4-(1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one. (ES, m/z) [M+H]+ 461.1, 463.0.

Workup

  1. customThe solvent was evaporated and to the residue
  2. additionwas added DCM and water
  3. dry with materialThe organics were dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-207807efa8d144a3a9dbcc077cc0b9aa
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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