Dichloromethane → HCID 22482328, compound

HRID 2181843Notes

Reaction equation

HRID 2181843 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4](I)[CH:3]=1.[F:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1.ClCCl.[OH-].[Na+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([C:14]2[CH:15]=[CH:16][C:11]([F:10])=[CH:12][CH:13]=2)[CH:3]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 2856454-Fluorophenylboronic acidHCID 8239344-Bromo-2-iodoaniline

Product 1

HCID 22482328HCID 22482328, compound

Reagents, catalysts & solvents 1

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)Catalyst

Procedure

5-Bromo-4′-fluoro-1,1′-biphenyl-2-ylamine was prepared from the above intermediate, 4-bromo-2-iodoaniline (12.6 g, 42.2 mmol), 4-fluorophenylboronic acid (5.9 g, 42 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (0.69 g, 0.84 mmol), and a 5 N aqueous sodium hydroxide solution (85 mL, 425 mmol) according to the procedure and in the same manner as described in Example 32, Method A, Step a.

Sources & evidence

ORD record
ord-e163e59d33f143a5aa0084b0542b2658
Source dataset
uspto-grants-2005_05
Patent number
US06894061B2

Reaction notes

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