Hydrochloric Acid → (R)-(4-fluoro-phenylamino)-phenyl-acetic acid
Reaction equation
C[O:2][C:3](=[O:19])[C@H:4]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl>O1CCOCC1>[F:18][C:15]1[CH:16]=[CH:17][C:12]([NH:11][C@H:4]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:3]([OH:19])=[O:2])=[CH:13][CH:14]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
To a solution of (R)-(4-fluoro-phenylamino)-phenyl-acetic acid methyl ester (I252) (510 mg, 1.97 mmol) in dioxane (10 mL), is added 12N HCl (10 mL) and the mixture is heated at 70° C. for 12 hours. The organic solvent is evaporated, the mixture is cooled to 0° C. and the resulting solid is collected by filtration to obtain intermediate I255 as a brownish solid (420 mg, 87% yield).
Workup
- customThe organic solvent is evaporated
- temperaturethe mixture is cooled to 0° C.
- filtrationthe resulting solid is collected by filtration
- customto obtain intermediate
Sources & evidence
- ORD record
- ord-ca0cfb9e27b8439b9066a740e8f09515
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08835682B2
Reaction notes
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