2-Chloropyridine → 3-(1-Benzofuran-2-YL)pyridine

HRID 363877Notes

Reaction equation

HRID 363877 reaction equation
Clc1ccccn1.OB(O)c1cc2ccccc2o1>C1CCC2=NCCCN2CC1.C1CCOC1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.CS(=O)(=O)[O][Pd][c]1ccccc1-c1ccccc1N.O>c1cncc(-c2cc3ccccc3o2)c1

Participants

10

Reactant 2

HCID 79772-ChloropyridineHCID 2776266Benzo[b]furan-2-boronic acid

Product 1

HCID 218560443-(1-Benzofuran-2-YL)pyridineYield 0.2%

Reagents, catalysts & solvents 7

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneReagentHCID 178422002HCID 178422002, compoundCatalystHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent5×HCID 180AcetoneWorkupHCID 931NaphthaleneInternal standardHCID 962WaterWorkup

Conditions

Temperature
30 °C

Workup

  1. additionAs soon as the slug leaves the reactor and is detected at PS2,a quench solution volume equal to the reaction slug volume(prepared slug volume + base injection volume) is injected into the reaction slug

Sources & evidence

ORD record
ord-6322a5a5a56a40c4bf50409517764b1e
Source dataset
Reizman Suzuki Cross-Coupling
Original link
View source

Reaction notes

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