2-(Bromomethyl)-6-methylpyridine → 5-(4-chlorophenyl)-N-((6-methylpyridin-2-yl)methyl)-N-(4-(piperazin-1-yl)phenyl)furan-2-carboxamide
Reaction equation
Cc1cccc(CBr)n1.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1>O=S(=O)(O)O.[Li]N([Si](C)(C)C)[Si](C)(C)C.CN(C)C=O.CN(C)C=O.CN(C)C=O.COCCOCCOC>CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1.CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(Cl)cc4)o3)cc2)CC1.Cc1cccc(CN(C(=O)c2ccc(-c3ccc(Cl)cc3)o2)c2ccc(N3CCNCC3)cc2)n1Participants
8
Reactant 2
Product 2
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 23 °C
Workup
- additionquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
- additionquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
- additionquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
- additionThe reactions were further diluted to 10 mM using DMSO.
Sources & evidence
- ORD record
- ord-36b55cff5bf842acab52ebc14cc75446
- Source dataset
- Cernak miniaturized N-alkylation with BOC deprotection
- Original link
- View source
Reaction notes
Loading…
