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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912591Generated: October 27, 2026

1-(Bromomethyl)-4-fluoro-2-methylbenzene → 2-Tert-butoxy-2-[1-[(4-fluoro-2-methyl-phenyl)methyl]-6-methyl-4-(p-tolyl)pyrrolo[2,3-b]pyridin-5-yl]acetic acid

https://huagongshe.com/reaction/1912591

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Bromomethyl)-4-fluoro-2-methylbenzeneHCID 3732707—
ReactantMethyl 2-(tert-butoxy)-2-(6-methyl-4-(p-tolyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)acetateHCID 71209083—
Product2-Tert-butoxy-2-[1-[(4-fluoro-2-methyl-phenyl)methyl]-6-methyl-4-(p-tolyl)pyrrolo[2,3-b]pyridin-5-yl]acetic acidHCID 71209447—

Reaction Steps

The title compound was prepared from methyl 2-(tert-butoxy)-2-(6-methyl-4-(p-tolyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate and 1-(bromomethyl)-4-fluoro-2-methylbenzene in a manner similar to that described in Example 25 as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) d=7.65 (d, J=7.0 Hz, 1 H), 7.41 (d, J=7.0 Hz, 1 H), 7.37-7.30 (m, 2 H), 7.03 (dd, J=6.0, 8.3 Hz, 1 H), 6.96-6.83 (m, 3 H), 6.22 (d, J=3.5 Hz, 1 H), 5.58-5.49 (m, 2 H), 5.44-5.37 (m, 1 H), 2.76 (s, 3 H), 2.47 (s, 3 H), 2.32 (s, 3 H), 0.95 (s, 9 H); LCMS (m/z) ES+=475 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609653B2
Source datasetuspto-grants-2013_12
ORD IDord-490eaadabead493fb869b156c5b0e947
Source noteuspto-grants-2013_12