Reaction #155368

ord-ae4dd99dba9341e4a5d8256d9cc01b94

Reaction equation

CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1N
1b
CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1N
3-[(3-Amino-4-methylamino-benzoyl)-phenyl-amino]-propionic acid methyl ester
N#Cc1ccc(NCC(=O)O)cc1
N-(4-cyano-phenyl)-glycine
O=C(n1ccnc1)n1ccnc1
CDI
CNc1ccc(C(=O)N(CCC(=O)OC)c2ccccc2)cc1NC(=O)CNc1ccc(C#N)cc1
3-({3-[2-(4-Cyano-phenylamino)-acetylamino]-4-methylamino-benzoyl}-phenyl-amino)-propionic acid methyl ester

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherAfter completion of the reaction the mixture
  2. 2
    Otherwas evaporated to dryness
  3. 3
    Otherthe crude product was used without further purification

Procedure

The product of 1b (23.2 mmol) and N-(4-cyano-phenyl)-glycine (23.2 mmol) were coupled with CDI (23.2 mmol) in dry THF at room temperature. After completion of the reaction the mixture was evaporated to dryness and the crude product was used without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08821871B2uspto-grants-2014_09