Triethylamine → 3-Benzyloxy-5-isopropyl-N-methoxy-N-methylthiophene-2-carboxamide
Reaction equation
[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([CH:14]([CH3:16])[CH3:15])[S:11][C:10]=1[C:17]([OH:19])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:21][NH:22][O:23][CH3:24].C(N(CC)CC)C>ClCCl.C(O)(=O)C>[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([CH:14]([CH3:15])[CH3:16])[S:11][C:10]=1[C:17]([N:22]([O:23][CH3:24])[CH3:21])=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 22 °C
Procedure
860 mg of 3-benzyloxy-5-isopropyl-thiophene-2-carboxylic acid were dissolved in 30 ml of dichloromethane, and 560 mg of N,O-dimethylhydroxylamine hydrochloride and 2.3 of triethylamine were added. After 15 min at 22° C., 2.3 ml of a 50% strength 1-propanephosphonic anhydride solution in acetic acid were added, and the mixture was stirred at 22° C. for a further 18 h. The reaction mixture was washed twice with 20 ml of water each time and once with 70 ml of saturated sodium chloride solution. The organic phase was dried over sodium sulfate and concentrated.
Workup
- washThe reaction mixture was washed twice with 20 ml of water each time
- dry with materialThe organic phase was dried over sodium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-d35c19e78622421cba0f8b6e32e1d050
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07666848B2
Reaction notes
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