Triethylamine → HCID 178495010, compound

HRID 1620748Notes

Reaction equation

HRID 1620748 reaction equation
Cl.[CH3:2][O:3][C:4]([CH3:13])([CH3:12])[C@@H:5]([C:7]([N:9]([CH3:11])[CH3:10])=[O:8])[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][O:3][C:4]([CH3:13])([CH3:12])[C@@H:5]([C:7]([N:9]([CH3:10])[CH3:11])=[O:8])[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 86678909HCID 86678909, compound

Product 1

HCID 178495010HCID 178495010, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the crude product containing 3-methoxy-N,N-dimethyl-L-valinamide hydrochloride obtained in B) (697 mg) and triethylamine (810 mg) in ethanol (10 mL) was added 4-thioxothiazolidin-2-one (533 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (560 mg).

Workup

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

Sources & evidence

ORD record
ord-27fd394f7cf44e158edecb16ba5a0cc3
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

Loading…