Trifluoroacetic acid → 2-Amino-5-chloro-3-phenylthiophene
Reaction equation
C([NH:8][C:9]1[S:10][C:11]([Cl:20])=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(OC(C)(C)C)=O.FC(F)(F)C(O)=O>ClCCl.CN(C=O)C>[NH2:8][C:9]1[S:10][C:11]([Cl:20])=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
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.
Workup
- customthe more volatile materials removed under reduced pressure
- customThe resulting DMF solution of 2-amino-5-chloro-3-phenylthiophene was used in the subsequent coupling step without purification
Sources & evidence
- ORD record
- ord-0c37156463a54146978ac7ba121f5620
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08110568B2
Reaction notes
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