Triethylamine → HCID 178521298, compound

HRID 1620776Notes

Reaction equation

HRID 1620776 reaction equation
[O:1]1[CH2:4][CH:3]([NH:5][C:6](=[O:9])[CH2:7][NH2:8])[CH2:2]1.C(N(CC)CC)C.S=[C:18]1[CH2:22][S:21][C:20](=[O:23])[NH:19]1>C(O)C>[O:1]1[CH2:4][CH:3]([NH:5][C:6](=[O:9])[CH2:7][NH:8][C:18]2[CH2:22][S:21][C:20](=[O:23])[N:19]=2)[CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 80108143HCID 80108143, compound

Product 1

HCID 178521298HCID 178521298, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the crude product (5.7 g) containing N-oxetan-3-ylglycinamide obtained in B) and triethylamine (13.3 g) in ethanol (100 mL) was added 4-thioxo-1,3-thiazolidin-2-one (5.8 g), and the mixture was stirred at room temperature is for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/methanol/dichloromethane) to give the title compound (2.03 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (NH, ethyl acetate/methanol/dichloromethane)

Sources & evidence

ORD record
ord-b4ce3794e6d6432da32640ae540f46cd
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

Loading…