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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404230Generated: October 26, 2026

Methanol → HCID 86634689, compound

https://huagongshe.com/reaction/1404230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant(4-{4-[2-(3-Chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-acetic acid ethyl esterHCID 66615762—
SolventDichloromethaneHCID 6344—
SolventPotassium Sodium TartrateHCID 9357—
ProductHCID 86634689HCID 8663468956.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of (4-{4-[2-(3-Chlorophenylamino)-oxazol-5-yl]-phenyl}-cyclohexyl)-acetic acid ethyl ester (500 mg, 1.14 mmol) in DCM (20 mL) at −78° C. is added DIBAL-H (1 M in toluene, 2.14 mL, 2.14 mmol) and the mixture is allowed to stir at −78° C. for 2 h. Methanol (3 mL) is added to quench the reaction. The reaction mixture is then poured in ice and Rochelle's salt (4 g). Water (20 mL) is added and the mixture is extracted with EtOAc (3×30 mL). The organic phase is washed with brine (3×30 mL), dried with Na2SO4 and concentrated to give the title compound (253 mg) as a white solid: (M+H)+ 395.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912208B2
Source datasetuspto-grants-2014_12
ORD IDord-a436583526cf4a7c8293bac17985b303
Source noteuspto-grants-2014_12