반응 #360794

ord-3d4213eac176469cbdec1acac0e3dd3e

반응 방정식

CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1
p-CN Core
BrCc1ccccn1
2Pyridyl
→
N#Cc1ccc(-c2ccc(C(=O)N(Cc3ccccn3)c3ccc(N4CCNCC4)cc3)o2)cc1
MK2_Alk_18
수율 138.0%
CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1
p-CN Core
CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1
MK2_Core_CN

반응물

CC(C)(C)OC(=O)N1CCN(c2ccc(NC(=O)c3ccc(-c4ccc(C#N)cc4)o3)cc2)CC1
p-CN Core
BrCc1ccccn1
2Pyridyl

시약

O=S(=O)(O)O
H2SO4
CCN=P(N=P(N(C)C)(N(C)C)N(C)C)(N(C)C)N(C)C
P2-Et

용매

COCCOCCOC
diglyme
CN(C)C=O
DMF
CN(C)C=O
DMF
CN(C)C=O
DMF

반응 조건

온도
23°CELSIUS

후처리

  1. 1
    workup.ADDITIONquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
  2. 2
    workup.ADDITIONquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
  3. 3
    workup.ADDITIONquenched by addition of saturated aqueous NaHCO3 (2 uL) and diluted with water (1 uL) and DMSO (2 uL)
  4. 4
    workup.ADDITIONThe reactions were further diluted to 10 mM using DMSO.

출처

DOI: 10.1038/s44160-023-00351-1Cernak miniaturized N-alkylation with BOC deprotection