Sodium Carbonate → HCID 59467506, compound

HRID 1715682Notes

Reaction equation

HRID 1715682 reaction equation
Cl[C:2]1[C:7]([N:8]([CH3:21])[C:9](=[O:20])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:19])([F:18])[F:17])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[Na+].[Na+]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN(C)C(=O)C>[CH3:21][N:8]1[C:7]2[C:2](=[N:3][CH:4]=[CH:5][CH:6]=2)[C:15]2[CH:14]=[CH:13][CH:12]=[C:11]([C:16]([F:19])([F:18])[F:17])[C:10]=2[C:9]1=[O:20]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 59467516HCID 59467516, compound

Product 1

HCID 59467506HCID 59467506, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 31374DimethylacetamideSolvent

Procedure

4.5 g N-(2-chloro-pyridin-3-yl)-N-methyl-2-trifluoromethyl-benzamide (14.3 mmol), 2.2 g tetrakis(triphenylphosphine) palladium (Pd(PPh3)4) (1.4 mmol), 9.7 g sodium carbonate (Na2CO3) (71.5 mmol), and 50 mL N,N-dimethyl acetamide (DMA) were added in a flask and reacted for 18 hr under nitrogen. After cooling to room temperature, the reaction was quenched by water. After filtration, concentration, and purification by column, 3.73 light yellow solid was obtained, with a yield of 94%.

Workup

  1. customreacted for 18 hr under nitrogen
  2. customthe reaction was quenched by water
  3. filtrationAfter filtration, concentration, and purification by column, 3.73 light yellow solid
  4. customwas obtained, with a yield of 94%

Sources & evidence

ORD record
ord-0313b3d670e447d09f4fe4de1186fb0f
Source dataset
uspto-grants-2010_09
Patent number
US07799918B2

Reaction notes

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