تفاعل #339728

ord-9f4d3fe7de394d389d767fb21695dc1b

معادلة التفاعل

CCn1c(-c2ccc(N3CCCS3(=O)=O)cc2)c(C#N)c2ccc(OC(C)C)cc21
2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-isopropoxy-1H-indole-3-carbonitrile
CCn1c(-c2ccc(N3CCCS3(=O)=O)cc2)c(C#N)c2ccc(O)cc21
2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-hydroxy-1H-indole-3-carbonitrile
O=C([O-])[O-].[K+].[K+]
K2CO3
CC(C)I
2-iodopropane
→
CCn1c(-c2ccc(N3CCCS3(=O)=O)cc2)c(C#N)c2ccc(OC)cc21
2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-methoxy-1H-indole-3-carbonitrile

المتفاعلات

CCn1c(-c2ccc(N3CCCS3(=O)=O)cc2)c(C#N)c2ccc(OC(C)C)cc21
2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-isopropoxy-1H-indole-3-carbonitrile
CCn1c(-c2ccc(N3CCCS3(=O)=O)cc2)c(C#N)c2ccc(O)cc21
2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-hydroxy-1H-indole-3-carbonitrile
O=C([O-])[O-].[K+].[K+]
K2CO3
CC(C)I
2-iodopropane

الكواشف

لا شيء

المذيبات

CCC(C)=O
methyl ethyl ketone
CCOC(C)=O.ClCCl
EtOAc CH2Cl2

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةare heated
  2. 2
    درجة الحرارةat reflux
  3. 3
    أخرىto give

الإجراء التجريبي

Following the procedure in example 1B step B, 2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-hydroxy-1H-indole-3-carbonitrile, K2CO3, 2-iodopropane and methyl ethyl ketone are heated at reflux to give, after flash chromatography (EtOAc/CH2Cl2, 0-2%), 61% of 2-[4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)phenyl]-1-ethyl-6-isopropoxy-1H-indole-3-carbonitrile as an off-white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07868037B2uspto-grants-2011_01