5-[5-(2-Acetylamino-phenyl)-isoxazol-3-yl]-pentanoic acid ethyl ester → 5-[5-(2-Acetylamino-phenyl)-isoxazol-3-yl]-pentanoic acid

HRID 1616618Notes

Reaction equation

HRID 1616618 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20][C:21](=[O:23])[CH3:22])[O:11][N:10]=1)C>Cl>[C:21]([NH:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:12]1[O:11][N:10]=[C:9]([CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:24])=[O:3])[CH:13]=1)(=[O:23])[CH3:22]

Participants

3

Reactant 1

HCID 591677705-[5-(2-Acetylamino-phenyl)-isoxazol-3-yl]-pentanoic acid ethyl ester

Product 1

HCID 684926385-[5-(2-Acetylamino-phenyl)-isoxazol-3-yl]-pentanoic acidYield 96%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Add 2N HCl solution (100 mL, in water) to 5-[5-(2-acetylamino-phenyl)-isoxazol-3-yl]-pentanoic acid ethyl ester (4.02 g, 12.2 mmol) and heat to reflux under N2 overnight Cool to room temperature and concentrate to afford the title compound (3.46 g, 96% yield). MS (IS) 259 (M−1)−.

Workup

  1. temperatureheat
  2. temperatureto reflux under N2 overnight
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-5e6851fb95e84076839cbcaeef4e7b80
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

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