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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097912Generated: November 1, 2026

Methyl iodide → 4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1H-pyridin-2-one

https://huagongshe.com/reaction/1097912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantMethyl 2,4-dichlorobenzeneacetateHCID 2734106—
Reactant2-(Benzyloxy)pyridine-4-carboxylic acidHCID 22926272—
Reactant2-(2-Benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-olHCID 25253828—
CatalystPalladiumHCID 23938—
Product4-[2-(2,4-Dichloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1H-pyridin-2-oneHCID 57421256—

Reaction Steps

The title compound was prepared in analogy to Example 1, steps 2 to 5, from 2,4-dichlorobenzeneacetic acid methyl ester [CAS Reg. No. 91361-41-0] and 2-benzyloxy-isonicotinic acid (which was made as described below from 2-chloro isonicotinic acid), leading to 2-(2-benzyloxy-pyridin-4-yl)-3-(2,4-dichloro-phenyl)-1,1,1-trifluoro-butan-2-ol, followed by cleavage of the benzyl protecting group by hydrogenation over Pd/C-10% (0.75 g) in ethyl actetate (150 ml). In step 4, methyl iodide was used as an alkylating agent and the improved procedure described in example 117 was used. MS (m/e)=364.0 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143280B2
Source datasetuspto-grants-2012_03
ORD IDord-d20b2a02cd464e09a5fc14968fb7b905
Source noteuspto-grants-2012_03