Potassium Phosphate, Tribasic → HCID 117818212, compound

HRID 634550Notes

Reaction equation

HRID 634550 reaction equation
[C:1]1([N:7]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23](B3OC(C)(C)C(C)(C)O3)[CH:22]=2)[C:8]2[CH:20]=[CH:19][C:11]3[O:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[C:10]=3[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:37]1[CH:38]=[CH:39][C:40]2[NH:41][C:42]3[C:47]([C:48]=2[CH:49]=1)=[CH:46][CH:45]=[CH:44][CH:43]=3.C1(P(C2CCCCC2)C2C=CC=CC=2C2C(OC)=CC=CC=2OC)CCCCC1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.C(O)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH:39]1[C:40]2[NH:41][C:42]3[C:47](=[CH:46][CH:45]=[CH:44][CH:43]=3)[C:48]=2[CH:49]=[C:37]([C:25]2[CH:26]=[C:21]([N:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:8]3[CH:20]=[CH:19][C:11]4[O:12][C:13]5[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=5[C:10]=4[CH:9]=3)[CH:22]=[CH:23][CH:24]=2)[CH:38]=1

Participants

8

Reactant 4

HCID 62657Potassium Phosphate, TribasicHCID 2524463-BromocarbazoleHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 123149863HCID 123149863, compound

Product 1

HCID 117818212HCID 117818212, compound

Reagents, catalysts & solvents 3

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalystHCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

N-phenyl-N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)dibenzo[b,d]furan-2-amine (3.25 g, 7.0 mol), and 3-bromo-9H-carbazole (1.73 g, 7.0 mmol) were mixed in 45 mL of toluene and 15 mL of ethanol. To the solution was bubbled with nitrogen for 15 min. Pd2(dba)3 (0.16 g, 0.18 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.29 g, 7.0 mmol) and K3PO4 (4.49 g, 21.1 mmol) were then added. The mixture was refluxed overnight under nitrogen.

Workup

  1. customTo the solution was bubbled with nitrogen for 15 min
  2. temperatureThe mixture was refluxed overnight under nitrogen

Sources & evidence

ORD record
ord-f31bafc3106b47dea9e1f0ce7e2b4b98
Source dataset
uspto-grants-2016_04
Patent number
US09324949B2

Reaction notes

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