Reaktion #695733

ord-d220e2caec2249329a58316d15a56650

Reaktionsgleichung

CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1
CN(C)c1ccc(B2OC(C)(C
O=P(O)(O)O.[K]
K3PO4
COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(Br)c3C2)CN1C(=O)OCc1ccccc1
COC(=O)[C@@H]1C[C@@H
→
c1ccc(-c2ccccc2)cc1
c1ccc(-c2ccccc2)cc1
COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(Br)c3C2)CN1C(=O)OCc1ccccc1
COC(=O)[C@@H]1C[C@@H
COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(-c4ccc(N(C)C)cc4)c3C2)CN1C(=O)OCc1ccccc1
COC(=O)[C@@H]1C[C@@H

Edukte

CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1
CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2
O=P(O)(O)O.[K]
K3PO4
COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(Br)c3C2)CN1C(=O)OCc1ccccc1
COC(=O)[C@@H]1C[C@@H](OC(=O)N2

Reagenzien

CC(C)c1cc(C(C)C)c(-c2ccccc2[PH](C2CCCCC2)(C2CCCCC2)[Pd]2([O]S(C)(=O)=O)[NH]c3ccccc3-c3cccc[c]32)c(C(C)C)c1
Xphos G3
CAS: 1445085-55-1

Lösungsmittel

CS(C)=O
DMSO
O
H2O
CS(C)=O
DMSO
O
water
CS(C)=O
DMSO

Aufarbeitung

  1. 1
    workup.ADDITIONAfter 22 hours the crude reactions were diluted with 3 x 1 uL 0.5 M AcOH in DMSO (containing PhPh as an internal standard). The reactions were mixed after each dispense operation.
  2. 2
    workup.ALIQUOTMosquito(R) was used to transfer 1 uL of each quenched reaction from the 1,536-well reaction plate to 384-well analytical plates containing 60 uL DMSO for analysis.

Quelle

DOI: 10.1038/s44160-023-00351-1Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library