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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204292Generated: October 30, 2026

Lithium Hydroxide → 2-[(3-chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid

https://huagongshe.com/reaction/2204292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant2-[(3-chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 86703095—
Solvent1,4-DioxaneHCID 31275—
Product2-[(3-chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acidHCID 86703094—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-[(3-chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step A3) (2.154 mmol) and 1N aqueous LiOH (8.62 mmol) in dioxane (25 mL) was heated at 100° C. for 26 h. After cooling to rt, the reaction mixture was partitioned between EtOAc and 10% w/w aqueous citric acid. The aqueous phase was extracted with EtOAc (2×). The combined organic phases were dried (Na2SO4), filtered and concentrated to afford the title compound as a pale yellow solid which was used in the next step without further purification. tR: 5.48 min (HPLC 1); ESI-MS: tR=1.33 min, [M−H] 433/435 (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-34087dfeaca74d07bd9c202a846011a7
Source noteuspto-grants-2016_06