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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626396Generated: October 30, 2026

Lithium hydroxide, monohydrate → 6-Cyano-7-(4-(8-methoxyquinolin-3-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid

https://huagongshe.com/reaction/1626396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 6-cyano-7-(4-(8-methoxyquinolin-3-ylcarbamoyl)phenoxy)chroman-4-carboxylateHCID 67289723—
CatalystAcetic AcidHCID 176—
CatalystMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product6-Cyano-7-(4-(8-methoxyquinolin-3-ylcarbamoyl)phenoxy)chroman-4-carboxylic acidHCID 6728739939%

Reaction Steps

To a solution of methyl 6-cyano-7-(4-(8-methoxyquinolin-3-ylcarbamoyl)phenoxy)chroman-4-carboxylate (0.061 g, 0.120 mmol) in THF (2 mL) was added LiOH—H2O (0.239 mL, 0.239 mmol) and added a few drops of methanol to ensure a homogeneous solution. The reaction was stirred at ambient temperature for 3 hours. A few drops of acetic acid were added to the reaction and the solution concentrated to a yellow/white solid. The crude material was purified by silica gel column chromatography using 5% methanol/dichloromethane+0.1% acetic acid to provide the desired product (0.023 g, 39%). MS (APCI)=496.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-a7b6436b49644e30b9e304e6026ad670
Source noteuspto-grants-2014_07