HCID 49758770, compound → Biphenyl

HRID 608623Notes

Reaction equation

HRID 608623 reaction equation
CC1(C)OB(c2cnc(-n3cccn3)nc2)OC1(C)C.COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(Br)c3C2)CN1C(=O)OCc1ccccc1.O=P(O)(O)O.[K]>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.CS(C)=O.O>COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(-c4cnc(-n5cccn5)nc4)c3C2)CN1C(=O)OCc1ccccc1

Participants

9

Reactant 2

HCID 49758770HCID 49758770, compoundHCID 547543691-Benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Product 3

HCID 7095BiphenylHCID 547543691-Benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylateHCID 178501340HCID 178501340, compound

Reagents, catalysts & solvents 4

HCID 178439024HCID 178439024, compoundCatalystHCID 679Dimethyl SulfoxideSolvent3×HCID 962WaterSolvent2×HCID 16218557Phosphoric acid (potassium)Other

Workup

  1. 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. 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.

Sources & evidence

ORD record
ord-f59eac42d09e467fa5f7cbba03ce5b18
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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