3-[4-(2-Amino-phenyl)-oxazol-2-yl]-propionic acid methyl ester → 3-[4-(2-Amino-phenyl)-oxazol-2-yl]-propionic acid

HRID 1616627Notes

Reaction equation

HRID 1616627 reaction equation
NC1C=CC=CC=1C1N=C(CCCC(O)=O)OC=1.C[O:20][C:21](=[O:36])[CH2:22][CH2:23][C:24]1[O:25][CH:26]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[NH2:35])[N:28]=1>>[NH2:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:27]1[N:28]=[C:24]([CH2:23][CH2:22][C:21]([OH:36])=[O:20])[O:25][CH:26]=1

Participants

3

Reactant 2

HCID 591677783-[4-(2-Amino-phenyl)-oxazol-2-yl]-propionic acid methyl esterHCID 597990014-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid

Product 1

HCID 684926703-[4-(2-Amino-phenyl)-oxazol-2-yl]-propionic acidYield 85%

Procedure

Using a method similar to the procedure described for the preparation of 4-[4-(2-amino-phenyl)-oxazol-2-yl]-butyric acid; hydrolysis of 3-[4-(2-amino-phenyl)-oxazol-2-yl]-propionic acid methyl ester (4.8 g, 19.5 mmol) gives 3-[4-(2-amino-phenyl)-oxazol-2-yl]-propionic acid (3.84 g, 85%) after chromatography over silica gel (MeOH/CH2Cl2). MS (ES): (M+1)+ 233.1 m/z.

Sources & evidence

ORD record
ord-e01c2afc01984b628900d121fc2a4986
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

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