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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174120Generated: October 30, 2026

Sodium Hydroxide → (+)-3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoic acid

https://huagongshe.com/reaction/2174120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(-)-methyl 3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoateHCID 86701762—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(+)-3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoic acidHCID 86701761—

Reaction Steps

To (+) or (−)-methyl 3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoate (tr=3.8 min) (74 mg, 0.190 mmol) in THF (475 μl) and water (475 μl) was added NaOH (950 μl, 0.950 mmol) and the reaction stirred at room temperature for 4 hours. The reaction was directly purified via preparative HPLC (HC-B) to obtain the title compound. 1H NMR as in Example 148-B. HRMS calcd. for C21H17N3O4 (M+H)+ 376.1297. found 376.1290.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056874B2
Source datasetuspto-grants-2015_06
ORD IDord-a66d845cdf5a4e2797a33cc200cb8d0f
Source noteuspto-grants-2015_06