Toluene → HCID 46312742, compound

HRID 336529Notes

Reaction equation

HRID 336529 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].Br[C:18]1[CH:19]=[CH:20][C:21]([F:24])=[N:22][CH:23]=1.C1(C)C=CC=CC=1>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.C(O)C>[F:24][C:21]1[CH:20]=[CH:19][C:18]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:23][N:22]=1

Participants

7

Reactant 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 2856454-Fluorophenylboronic acidHCID 27831685-Bromo-2-fluoropyridine

Product 1

HCID 46312742HCID 46312742, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

2.51 g (14.29 mmol) of 4-fluorophenylboronic acid, 0.825 g (0.71 mmol) of Pd(PPh3)4 and 50 mL of 1M sodium carbonate solution are added to a solution of 2.0 g (14.29 mmol) of 5-bromo-2-fluoropyridine in 140 mL of a 4/1 mixture of toluene and ethanol. The mixture is stirred at 90° C. for 2 hours.

Sources & evidence

ORD record
ord-050e13c416464e0da16a5b90f37784bd
Source dataset
uspto-grants-2014_11
Patent number
US08889702B2

Reaction notes

Loading…