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.CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(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-e6a4c8c6f7c746e181152b839835b11b
- Source dataset
- Cernak miniaturized N-alkylation with BOC deprotection
- Original link
- View source
Reaction notes
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