Sodium Carbonate → HCID 10036018, compound

HRID 1715678Notes

Reaction equation

HRID 1715678 reaction equation
Cl[C:2]1[C:7]([N:8]([CH3:17])[C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[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>[CH3:17][N:8]1[C:7]2[C:2](=[N:3][CH:4]=[CH:5][CH:6]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]1=[O:16]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 59467505HCID 59467505, compound

Product 1

HCID 10036018HCID 10036018, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 31374DimethylacetamideSolvent

Procedure

3.94 g N-(2-chloro-pyridin-3-yl)-N-methyl-benzamide (16 mmol), 1.85 g tetrakis(triphenylphosphine) palladium (Pd(PPh3)4) (1.6 mmol), 8.48 g sodium carbonate (Na2CO3) (80 mmol), and 50 mL N,N-dimethyl acetamide (DMA) were added in a flask and reacted for 24 hr under nitrogen. After cooling to room temperature, the reaction was quenched by water. After filtration, concentration, and purification by column, 3.06 light yellow solid was obtained, with a yield of 91%.

Workup

  1. customreacted for 24 hr under nitrogen
  2. customthe reaction was quenched by water
  3. filtrationAfter filtration, concentration, and purification by column, 3.06 light yellow solid
  4. customwas obtained, with a yield of 91%

Sources & evidence

ORD record
ord-229d00237a97421c8b73ecd69206dc18
Source dataset
uspto-grants-2010_09
Patent number
US07799918B2

Reaction notes

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