Ethylamine → HCID 25263480, compound

HRID 1063993Notes

Reaction equation

HRID 1063993 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([C:28]2[CH:33]=[C:32]([Cl:34])[CH:31]=[CH:30][C:29]=2[CH2:35][O:36]C(=O)C)[C@H:12]([CH3:27])[CH2:13][O:14][C:15](OC2C=CC([N+]([O-])=O)=CC=2)=[O:16])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:40]([NH2:42])[CH3:41]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]([C:28]2[CH:33]=[C:32]([Cl:34])[CH:31]=[CH:30][C:29]=2[CH2:35][OH:36])[C@H:12]([CH3:27])[CH2:13][O:14][C:15]([NH:42][CH2:40][CH3:41])=[O:16])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 54186665HCID 54186665, compound

Product 1

HCID 25263480HCID 25263480, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
22 °C

Procedure

To a solution of 4-chloro-N-[5-chloro-2-(acetoxymethyl)phenyl]-N-[2[[[[4-nitrophenyl]oxy]carbonyl]oxy]-(R)-methylethyl]benzenesulfonamide (0.85 g, 0.14 mmol) was added ethylamine (0.13 g, 0.28 mmol) in DMF (2 mL). The resulting mixture was allowed to stir at 22° C. for 12 h and concentrated under reduced pressure. The mixture was diluted with methanol/H2O (2 mL), followed by the addition of K2CO3. The mixture was filtered and the solvent was removed. Silica gel chromatography (30% ethyl acetate/hexanes) of the concentrate afforded the title compound. Yield=900/o colorless oil: MS (ESI+), 462 (M+H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe mixture was diluted with methanol/H2O (2 mL)
  3. additionfollowed by the addition of K2CO3
  4. filtrationThe mixture was filtered
  5. customthe solvent was removed

Sources & evidence

ORD record
ord-61fb0fd6e8114b37bf8ce27ba2624f87
Source dataset
uspto-grants-2005_11
Patent number
US06967196B1

Reaction notes

Loading…