4-Methylbenzylamine → 2-chloro-6-methyl-N-[(4-methylphenyl)methyl]pyridine-4-carboxamide
Reaction equation
Cc1ccc(CN)cc1.Cc1cc(C(=O)O)cc(Cl)n1.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C(=O)C2C3CC(C2C1=O)C=C3.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc(CNC(=O)c2cc(C)nc(Cl)c2)cc1Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 25 °C
Workup
- 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.
- addition150 uL of internal standard solution was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
- aliquot10 uL aliquot taken from reaction vials, and added to pre-filled wells in the transfer plate.
- addition380 uL MeCN solvent were added to the transfer plate
- aliquot20 uL taken from transfer plate to filter plate 1 for LCMS analysis
- addition180 uL MeCN added to filter plate 1 for LCMS analysis
- aliquot10 uL taken from transfer plate to filter plate 2 for TOF-DESI analysis
- addition190 uL MeCN added to filter plate 2 for TOF-DESI analysis
- customthe 96-well filter plates were centrifuged for 2.5 min at 3000 RPM
Sources & evidence
- ORD record
- ord-e3d44f60645b42c9a4d59f20e0a3415b
- Source dataset
- AIChemEco amide coupling conditions 47k dataset
Reaction notes
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