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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854979Generated: October 29, 2026

Pyrrole → ethyl 6-chloro-7-(ethoxymethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate

https://huagongshe.com/reaction/854979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrroleHCID 8027—
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium hydrideHCID 24758—
Reactantethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69517129—
Productethyl 6-chloro-7-(ethoxymethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69518622—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of pyrrole (55 mg, 0.75 mmol) in 1.5 mL DME was added to a mixture of NaH (38 mg, 0.83 mmol) in I mL DME at 0° C. under argon. The mixture was stirred at 0° C. for 10 min and then warmed to 25° C. After 30 min, a solution of ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate (300 mg, 0.75 mmol), from Example 162 Step 3, was dissolved in 2.5 mL DME was added dropwise. After 3 h, the reaction was filtered through a pad of Celite (1″) and washed with EtOAc (10 mL). The filtrate was concentrated to give a brown oil in 350 mg (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259266B2
Source datasetuspto-grants-2007_08
ORD IDord-816c202128ce417e81383f0ca0a5d982
Source noteuspto-grants-2007_08