2,6-Lutidine → HCID 178444634, compound

HRID 1813371Notes

Reaction equation

HRID 1813371 reaction equation
C#CCCCCC=O.Fc1ccc(C(=O)CBr)cc1>NC(=O)C1CCCN1.Cc1cc(C)c(-c2c3ccccc3[n+](C)c3ccccc23)c(C)c1.[O-]Cl(=O)(=O)=O.CN(C)C=O.Cc1cccc(C)n1>C#CCCC[C@@H](C=O)CC(=O)c1ccc(F)cc1.C#CCCC[C@H](C=O)CC(=O)c1ccc(F)cc1

Participants

8

Reactant 3

HCID 79372,6-LutidineHCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 11355455Hept-6-ynal

Product 2

HCID 178444634HCID 178444634, compoundHCID 178444635HCID 178444635, compound

Reagents, catalysts & solvents 3

HCID 550774Pyrrolidine-2-carboxamideCatalystHCID 159534799-Mesityl-10-methylacridinium PerchlorateCatalystHCID 6228DimethylformamideSolvent5×

Conditions

Temperature
22 °C

Workup

  1. aliquot4 uL mixture of each reacted solution was collected and diluted with 36 uL ACN
  2. addition4 uL mixture of each reacted solution was collected and diluted with 36 uL ACN
  3. additionchiral resolving regent (150 mM in DCM, 40 uL)
  4. additionCuI with DIPEA (400 mM in ACN) 40 uL
  5. additioninternal standard 1-phenylprop-2-yn-1-ol (4) (25 mM in ACN) 40 uL
  6. stirringNo procedure recorded
  7. aliquotAfter the reaction, 10 uL of supernatant for each reaction was transferred to another 96-well plate
  8. additionAfter the reaction, 10 uL of supernatant for each reaction was transferred to another 96-well plate and diluted with 190 uL ACN before the IM-MS analysis

Sources & evidence

ORD record
ord-73649f1bd4694ff6b1cc606c2dcce14e
Source dataset
Dataset from `Ultra-high-throughput mapping of the chemical space of asymmetric catalysis enables accelerated reaction discovery`

Reaction notes

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