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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275595Generated: October 30, 2026

Hydrochloric Acid → 1-[4-(2-Amino-1,3-oxazol-4-yl)phenyl]cyclopropanecarboxylic acid

https://huagongshe.com/reaction/2275595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantUreaHCID 1176—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylateHCID 86602275—
SolventEthyl AcetateHCID 8857—
SolventMeOH tetrahydrofuranHCID 21899815—
Product1-[4-(2-Amino-1,3-oxazol-4-yl)phenyl]cyclopropanecarboxylic acidHCID 66661651—

Reaction Steps

A mixture of methyl 1-[4-(chloroacetyl)phenyl]cyclopropanecarboxylate (0.20 g, 0.00079 mol, example 243, steps 1 & 2) and urea (0.095 g, 0.0016 mol) in ethanol (5.0 mL, 0.086 mol) was refluxed overnight. The mixture was diluted with ethyl acetate and washed with sat'd. NaHCO3, brine, dried and concentrated. The methyl ester was purified by CombiFlash using CH2Cl2/EtOAc (max. EtOAc 100%). The ester was hydrolyzed using lithium hydroxide (6.0 eq.) in methanol/THF and then acidified by adding 1 N HCl. The solvent was removed under vacuum and the crude product was used in the next step. LC-MS: 259.2 (M+H+) methyl eater; 245.2 (M+H+) acid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126927B2
Source datasetuspto-grants-2015_09
ORD IDord-23561b1844894885939b5556adebc989
Source noteuspto-grants-2015_09