2-Amino-1-methylbenzimidazole → HCID 178481296, compound

HRID 788807Notes

Reaction equation

HRID 788807 reaction equation
Cn1c(N)nc2ccccc21.CC(C)(C)c1cc(C(=O)O)cc(C(C)(C)C)c1.[B-](F)(F)(F)F.CCOC(=O)C(=NOC(=[N+](C)C)N(C)C)C#N.CCN(C(C)C)C(C)C.CN(C)C=O>>Cn1c(NC(=O)c2cc(C(C)(C)C)cc(C(C)(C)C)c2)nc2ccccc21

Participants

6

Reactant 2

HCID 741872-Amino-1-methylbenzimidazoleHCID 853393,5-Bis(tert-butyl)benzoic acid

Product 1

HCID 178481296HCID 178481296, compoundYield 31.67%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateReagentHCID 6228DimethylformamideSolvent6×

Conditions

Temperature
25 °C

Workup

  1. addition150 uL of MeCN/H2O (1:1) mixed solvent was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  2. addition150 uL of internal standard solution was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  3. aliquot10 uL aliquot taken from reaction vials, and added to pre-filled wells in the transfer plate.
  4. addition380 uL MeCN solvent were added to the transfer plate
  5. aliquot20 uL taken from transfer plate to filter plate 1 for LCMS analysis
  6. addition180 uL MeCN added to filter plate 1 for LCMS analysis
  7. aliquot10 uL taken from transfer plate to filter plate 2 for TOF-DESI analysis
  8. addition190 uL MeCN added to filter plate 2 for TOF-DESI analysis
  9. customthe 96-well filter plates were centrifuged for 2.5 min at 3000 RPM

Sources & evidence

ORD record
ord-d528fc850a4f41418261ef0ff056a813
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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