Diisopropylethylamine → HCID 178514014, compound
Reaction equation
Cl.[NH2:2][C@H:3]([C:6]([NH2:8])=[O:7])[CH2:4][OH:5].S=[C:10]1[CH2:14][S:13][C:12](=[O:15])[NH:11]1.C(N(C(C)C)C(C)C)C>C(O)C>[O:15]=[C:12]1[N:11]=[C:10]([NH:2][C@H:3]([C:6]([NH2:8])=[O:7])[CH2:4][OH:5])[CH2:14][S:13]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of L-serinamide hydrochloride (1.00 g) in ethanol (20 mL) were added 4-thioxo-1,3-thiazolidin-2-one (957 mg) and N-ethyl-N-(1-methylethyl)propan-2-amine (1.88 mL), and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (methanol/ethyl acetate), and the obtained powder was washed with ethyl acetate to give the title compound (1.09 g).
Workup
- temperaturethe mixture was heated
- temperatureunder reflux overnight
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe residue was purified by silica gel column chromatography (methanol/ethyl acetate)
- washthe obtained powder was washed with ethyl acetate
Sources & evidence
- ORD record
- ord-7a6597fbcde14c50a79298ed355f729f
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772277B2
Reaction notes
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