Reaction #1726707

ord-0c37156463a54146978ac7ba121f5620

Reaction equation

CC(C)(C)OC(=O)Nc1sc(Cl)cc1-c1ccccc1
2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene
O=C(O)C(F)(F)F
trifluoroacetic acid
Nc1sc(Cl)cc1-c1ccccc1
2-amino-5-chloro-3-phenylthiophene

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe more volatile materials removed under reduced pressure
  2. 2
    OtherThe resulting DMF solution of 2-amino-5-chloro-3-phenylthiophene was used in the subsequent coupling step without purification

Procedure

2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene (66 mg, 0.21 mmol) was treated with trifluoroacetic acid (1 ml) in dichloromethane (3 ml) at ambient temperature for 1 hr. The mixture was diluted with DMF (1 ml) and the more volatile materials removed under reduced pressure. The resulting DMF solution of 2-amino-5-chloro-3-phenylthiophene was used in the subsequent coupling step without purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08110568B2uspto-grants-2012_02