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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969141Generated: October 30, 2026

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

https://huagongshe.com/reaction/969141

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 hydrolysized 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 numberUS07304081B2
Source datasetuspto-grants-2007_12
ORD IDord-0c8a61af6a054b3181a4e0be40fca4c5
Source noteuspto-grants-2007_12