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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593534Generated: October 25, 2026

Methyl 3-(2-bromoethoxy)benzoate → 3-[2-(5-Cyano-3-methyl-2-pyridin-3-yl-indol-1-yl)-ethoxy]-benzoic acid methyl ester

https://huagongshe.com/reaction/593534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(2-bromoethoxy)benzoateHCID 10491483—
Reactant3-methyl-2-pyridin-3-yl-1H-indole-5-carbonitrileHCID 44554132—
Product3-[2-(5-Cyano-3-methyl-2-pyridin-3-yl-indol-1-yl)-ethoxy]-benzoic acid methyl esterHCID 58215745—

Reaction Steps

3-(2-Bromo-ethoxy)-benzoic acid methyl ester and 5-cyano-3-methyl-2-pyridin-3-yl-indol-1-yl (Example 6) are processed according to the method described in Example 59 to give 3-[2-(5-cyano-3-methyl-2-pyridin-3-yl-indol-1-yl)-ethoxy]-benzoic acid methyl ester. 1H NMR (400 MHz, MeOD) δ ppm 2.26 (s, 3H), 3.90 (s, 3H), 4.22 (t, J=4.9 Hz, 2H), 4.60 (t, J=5.1 Hz, 2H), 6.91 (dd, J=7.8, 2.3 Hz, 1H), 7.21-7.24 (m, 1H), 7.28 (t, J=8.0 Hz, 1H), 7.52-7.59 (m, 2H), 7.65 (dd, J=7.8, 5.1 Hz, 1H), 7.76 (d, J=8.6 Hz, 1H), 7.98-8.09 (m, 2H), 8.56-8.77 (m, 2H). HRMS (ESI) m/z 412.1664 [(M+H)+ Calcd for C25H22N3O3: 412.1661].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242963B2
Source datasetuspto-grants-2016_01
ORD IDord-0da01eafb961411b8c25853f50288175
Source noteuspto-grants-2016_01