Potassium Carbonate → HCID 57674668, compound

HRID 1910358Notes

Reaction equation

HRID 1910358 reaction equation
[NH2:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[C:5](Br)=[CH:4][N:3]=1.[CH3:11]B1OB(C)OB(C)O1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[NH2:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[C:5]([CH3:11])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 574072TrimethylboroxineHCID 70103075-Bromo-3,4-dimethylpyridin-2-amine

Product 1

HCID 57674668HCID 57674668, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
115 °C

Procedure

23.0 g (0.11 mol) of 2-amino-5-bromo-3,4-dimethylpyridine was mixed with 14.1 g (0.11 mol) of trimethylboroxin (TMB), 12.9 g (0.011 mol) of Pd(Ph3)4, 46.0 g (0.33 mol) of K2CO3 and 220 mL of DMF. The reaction mixture was heated under nitrogen at 115° C. for 18 hours. The reaction mixture was purified by silica gel column. The desired product was confirmed by MS.

Workup

  1. customThe reaction mixture was purified by silica gel column

Sources & evidence

ORD record
ord-3f3edfe8ed484aabadaf12a1ead799a3
Source dataset
uspto-grants-2013_12
Patent number
US08603645B2

Reaction notes

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