Sodium Carbonate → HCID 66593777, compound

HRID 495154Notes

Reaction equation

HRID 495154 reaction equation
Br[C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:10](=[O:13])([O-])[O-].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:4][C:3]1[CH:5]=[CH:6][C:7]([CH3:9])=[CH:8][C:2]=1[C:8]1[C:10](=[O:13])[CH2:5][CH2:6][C:7]=1[CH3:9]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 114222-Bromo-4-methylaniline

Product 1

HCID 66593777HCID 66593777, compound

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

1.607 g (8.031 mmol) of 2-bromo-4-methylaniline, 1.180 g (8.432 mmol) of 5-methyl-1-cyclopenten-2-one boronic acid compound, 0.093 g (0.080 mmol) of tetrakis(triphenylphosphine)palladium, and 1.277 g (12.047 mmol) of sodium carbonate were loaded to 250 mL schlenk flask, and then 24 mL of degassing DME and 8 mL of H2O that had been purged with N2 were added thereto using a syringe. The mixture was reacted at 90° C. for 12 hours. The work-up was the same as in Example 3 (1.66 g, 96%).

Workup

  1. custom24 mL of degassing DME and 8 mL of H2O that had been purged with N2
  2. additionwere added
  3. customThe mixture was reacted at 90° C. for 12 hours

Sources & evidence

ORD record
ord-acaf8da474514847ae50ced8796ca3de
Source dataset
uspto-grants-2009_05
Patent number
US07538239B2

Reaction notes

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