Sodium Carbonate → 9-Fluoro-7-(6-hexyloxypyrid-3-yl)-2-octyloxyphenanthrene

HRID 564681Notes

Reaction equation

HRID 564681 reaction equation
Br[C:2]1[CH:15]=[C:14]2[C:5]([C:6]3[CH:7]=[CH:8][C:9]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:10][C:11]=3[CH:12]=[C:13]2[F:16])=[CH:4][CH:3]=1.[CH2:26]([O:32][C:33]1[N:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C.O.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>[F:16][C:13]1[C:14]2[C:5]([C:6]3[CH:7]=[CH:8][C:9]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:10][C:11]=3[CH:12]=1)=[CH:4][CH:3]=[C:2]([C:36]1[CH:37]=[N:38][C:33]([O:32][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:34][CH:35]=1)[CH:15]=2

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 221125716-Hexyloxypyridine-3-boronic acidHCID 221125847-Bromo-9-fluoro-2-octyloxyphenanthrene

Product 1

HCID 221125729-Fluoro-7-(6-hexyloxypyrid-3-yl)-2-octyloxyphenanthrene

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 86587398Ethanol toluene waterSolvent

Procedure

From 7-bromo-9-fluoro-2-octyloxyphenanthrene by reaction with 6-hexyloxypyridine-3-boronic acid, sodium carbonate and tetrakis(triphenylphosphine)palladium(0) in toluene/ethanol/H2O.

Sources & evidence

ORD record
ord-a1275bfe1189467a85a0e45ec835f1ea
Source dataset
uspto-grants-2001_01
Patent number
US06168838A

Reaction notes

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