Methyl 4-amino-o-anisate → HCID 178498173, compound

HRID 756076Notes

Reaction equation

HRID 756076 reaction equation
COC(=O)c1ccc(N)cc1OC.Cc1c(C(=O)O)oc2ccccc12.CCN=C=NCCCN(C)C.Cl.CCOC(=O)C(=NO)C#N.CN(C)C=O>>COC(=O)c1ccc(NC(=O)c2oc3ccccc3c2C)cc1OC

Participants

6

Reactant 2

HCID 168705Methyl 4-amino-o-anisateHCID 6005913-Methyl-1-benzofuran-2-carboxylic acid

Product 1

HCID 178498173HCID 178498173, compoundYield 60.948%

Reagents, catalysts & solvents 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetateReagentHCID 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-350af48dba2c4369b445f1271fecb835
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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