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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229725Generated: October 25, 2026

Sodium Hydroxide → (5S,7S)-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnolin-5-ol

https://huagongshe.com/reaction/229725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(5S,7S)-5-(N-(tert-butoxycarbonyl)-D-phenylalanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnolineHCID 68840988—
SolventMethanolHCID 887—
Product(5S,7S)-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnolin-5-olHCID 68840114—

Reaction Conditions

Temperature10 °C

Reaction Steps

To a methanol solution (1.2 L) of (5S,7S)-5-(N-(tert-butoxycarbinyl)-D-phenylalanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline (280 g, 0.5 mol) obtained in Example 54 was added a 1N NaOH aqueous solution (0.6 L) at room temperature, followed by reaction at 40° C. over night. The reaction liquid was cooled to 10° C., followed by adding distilled water (1.8 L), stirring under suspension for 4 hours and filtering crystal to obtain the titled compound. Thus obtained compound was the same one obtained in Example 10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563893B2
Source datasetuspto-grants-2009_07
ORD IDord-801562d4ce6448668b025b6a9a66824e
Source noteuspto-grants-2009_07