Triethylamine → HCID 178484591, compound

HRID 1620774Notes

Reaction equation

HRID 1620774 reaction equation
Cl.[CH3:2][N:3]([CH3:13])[C:4](=[O:12])[C@H:5]([CH2:7][S:8]([CH3:11])(=[O:10])=[O:9])[NH2:6].C(N(CC)CC)C.S=[C:22]1[CH2:26][S:25][C:24](=[O:27])[NH:23]1>C(O)C>[CH3:2][N:3]([CH3:13])[C:4](=[O:12])[C@H:5]([CH2:7][S:8]([CH3:11])(=[O:9])=[O:10])[NH:6][C:22]1[CH2:26][S:25][C:24](=[O:27])[N:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 86678934HCID 86678934, compound

Product 1

HCID 178484591HCID 178484591, compoundYield 12.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N,N-dimethyl-3-(methylsulfonyl)-L-alaninamide hydrochloride (923 mg) and triethylamine (1.07 mL) in ethanol (10 mL) was added 4-thioxothiazolidin-2-one (533 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate) to give the title compound (150 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate)

Sources & evidence

ORD record
ord-b8374d34f4174f30a5c222d97b9ed425
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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