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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473221Generated: October 26, 2026

3,4,5-Trifluorobenzyl bromide → 2-Tert-butoxy-2-[6-methyl-7-oxo-4-(p-tolyl)-1-[(3,4,5-trifluorophenyl)methyl]pyrrolo[2,3-c]pyridin-5-yl]acetic acid

https://huagongshe.com/reaction/1473221

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4,5-Trifluorobenzyl bromideHCID 2777062—
Reactantmethyl 2-(tert-butoxy)-2-(6-methyl-7-oxo-4-(p-tolyl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetateHCID 89462627—
Product2-Tert-butoxy-2-[6-methyl-7-oxo-4-(p-tolyl)-1-[(3,4,5-trifluorophenyl)methyl]pyrrolo[2,3-c]pyridin-5-yl]acetic acidHCID 71537057—

Reaction Steps

The title compound was prepared in a manner similar to that described in Example 27 step D from methyl 2-(tert-butoxy)-2-(6-methyl-7-oxo-4-(p-tolyl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate and 3,4,5-trifluorobenzyl bromide, and was isolated as beige solid after reverse phase chromatography (81%): 1H NMR (400 MHz, CHLOROFORM-d) ppm 0.99 (s, 9H), 2.43 (s, 3H), 3.65 (s, 3H), 5.46 (s, 1H), 5.75 (s, 2H), 6.08 (d, J=2.7 Hz, 1H), 6.87 (t, J=7.1 Hz, 2H), 7.01 (d, J=2.7 Hz, 1H), 7.28 (d, 2H), 7.31-7.39 (m, 1H), 7.48-7.57 (m, 1H). LCMS (m/z) ES+=513 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012642B2
Source datasetuspto-grants-2015_04
ORD IDord-7bd1585aff6847eea2550a2a263d8a26
Source noteuspto-grants-2015_04