Reaction #53030

ord-7543ce654e57491ba55a3a7794adc116

Reaction equation

O=C1Nc2ccccc2/C1=C(/Nc1cccc(C(=O)O)c1)c1ccccc1
(Z)-3-[1-(3-carboxyphenylamino)-1-phenyl-methylidene]-2-indolinone
CNC.Cl
dimethylamine-hydrochloride
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
On1nnc2ccccc21
HOBt
→
CN(C)C(=O)c1cccc(N/C(=C2\C(=O)Nc3ccccc32)c2ccccc2)c1
(Z)-3-[1-(3-dimethylaminocarbonyl-phenylamino)-1-phenyl-methylidene]-2-indolinone

Reactants

O=C1Nc2ccccc2/C1=C(/Nc1cccc(C(=O)O)c1)c1ccccc1
(Z)-3-[1-(3-carboxyphenylamino)-1-phenyl-methylidene]-2-indolinone
CNC.Cl
dimethylamine-hydrochloride
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
On1nnc2ccccc21
HOBt

Reagents

None

Solvents

CN(C)C=O
DMF
CCN(CC)CC
triethylamine

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Prepared analogously to Example 21 from (Z)-3-[1-(3-carboxyphenylamino)-1-phenyl-methylidene]-2-indolinone, dimethylamine-hydrochloride, TBTU, HOBt and triethylamine in DMF.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855710B2uspto-grants-2005_02