Trifluoroacetic acid → 3-Amino-5-bromothiophene-2-carboxamide
Reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]([NH2:9])=[O:8])=[C:4]([NH:10]C(OC(C)(C)C)=O)[CH:3]=1.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>ClCCl>[NH2:10][C:4]1[CH:3]=[C:2]([Br:1])[S:6][C:5]=1[C:7]([NH2:9])=[O:8]Participants
5
Procedure
5-Bromo-3-(t-butyloxycarbonyl)aminothiophene-2-carboxamide (0.76 g) was stirred in dichloromethane (30 ml). Trifluoroacetic acid (51 ml) was added, the solution was stirred at room temperature for 1 h, poured into saturated aqueous sodium hydrogen carbonate solution (200 ml) and extracted with dichloromethane (3×100 ml). The combined extracts were washed with brine (150 ml), dried (magnesium sulphate), filtered and evaporated to give a yellow solid (0.511 g).
Workup
- extractionextracted with dichloromethane (3×100 ml)
- washThe combined extracts were washed with brine (150 ml)
- dry with materialdried (magnesium sulphate)
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-a3b9c32ae59b4f06a3e70b55003233e4
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07098240B2
Reaction notes
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