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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642414Generated: October 31, 2026

Chlorosuccinimide → 1-Benzyl-3-chloro-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/642414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant1-Benzyl-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 68427323—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
Product1-Benzyl-3-chloro-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 6842893091.8%

Reaction Steps

A mixture of 1-benzyl-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (67 mg, 0.176 mmol), NCS (28 mg), BzOOBz (2.3 mg) in carbon tetrachloride (2 mL) was refluxed for 1 h; then cooled, solvent was removed and the residue was purified with column to give the desired product (67 mg). 1H NMR (200 MHz, CDCl3): δ (ppm)=8.63 (s, 1H), 7.4-7.2 (m, 6H), 5.35 (s, 2H), 4.41 (q, J=7.1 Hz), 1.46 (s, 9H), 1.41 (t, 3H, J=7.1 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-f647f3fd5a3d48389d6e39fea1bfdf24
Source noteuspto-grants-2010_04