Toluene → 5-(4-Cyclohexylphenyl)-2-octyloxypyrimidine

HRID 1417116Notes

Reaction equation

HRID 1417116 reaction equation
Br[C:2]1[CH:3]=[N:4][C:5](CCCCCCCC)=[N:6][CH:7]=1.[CH:16]1([C:22]2[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[C:31](=[O:34])([O-])[O-].[Na+].[Na+].C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:62]1([CH3:68])[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1>O.C(O)C>[CH:16]1([C:22]2[CH:27]=[CH:26][C:25]([C:2]3[CH:7]=[N:6][C:5]([O:34][CH2:31][CH2:68][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67])=[N:4][CH:3]=3)=[CH:24][CH:23]=2)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

8

Reactant 5

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 45891894-Cyclohexylbenzeneboronic acidHCID 538774515-Bromo-2-octylpyrimidineHCID 178420552HCID 178420552, compound

Product 1

HCID 543802305-(4-Cyclohexylphenyl)-2-octyloxypyrimidine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2 g (6.96 mmol) of 5-bromo-2-octylpyrimidine, 1.42 g (6.96 mmol) of 4-cyclohexylbenzeneboronic acid, 1.5 g (14.00 mmol) of sodium carbonate and 0.08 g (0.07 mmol) of tetrakisphenylphosphine paradium were refluxed for 4 hours in 40 ml of toluene, 10 ml of ethanol and 10 ml of water.

Sources & evidence

ORD record
ord-e3fe5f5fbad74542aa57588200f96a01
Source dataset
uspto-grants-1999_03
Patent number
US05876628

Reaction notes

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