Morpholine → HCID 69267290, compound

HRID 1594367Notes

Reaction equation

HRID 1594367 reaction equation
S(O[CH2:6][CH2:7][C@@H:8]([NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH3:9])(=O)(=O)C.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>>[C:14]([O:13][C:11]([NH:10][C@@H:8]([CH3:9])[CH2:7][CH2:6][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)=[O:12])([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 87760229HCID 87760229, compound

Product 1

HCID 69267290HCID 69267290, compound

Conditions

Temperature
57 °C

Procedure

The crude product of example 22 (b) (˜5.6 mmol) was dissolved in morpholine (10 mL) and heated to 57° C. while stirring under argon for 1 h. The solvent was pumped off, and the residue was partitioned between EtOAc and water. The organic phase was washed with brine, dried (Na2SO4), and concentrated. The crude product was purified by flash chromatography (silica gel, 2–5% MeOH/CH2Cl2) to give the title compound as a white solid. ES (+) MS m/e=259 (MH+)

Workup

  1. customthe residue was partitioned between EtOAc and water
  2. washThe organic phase was washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customThe crude product was purified by flash chromatography (silica gel, 2–5% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-6beb6b7ef9324d10ad7b1e85f09d5651
Source dataset
uspto-grants-2007_11
Patent number
US07301021B2

Reaction notes

Loading…