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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923661Generated: October 26, 2026

Chlorosuccinimide → tert-butyl-N-{1-[(4-bromo-5-chloro-6-{2-[tris(propan-2-yl)silyl]ethynyl}-pyridin-2-yl)carbamoyl]ethyl}-N-methylcarbamate

https://huagongshe.com/reaction/923661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant(1-{4-Bromo-6-[(triisopropylsilanyl)-ethynyl]-pyridin-2-ylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl esterHCID 123968434—
SolventAcetonitrileHCID 6342—
Producttert-butyl-N-{1-[(4-bromo-5-chloro-6-{2-[tris(propan-2-yl)silyl]ethynyl}-pyridin-2-yl)carbamoyl]ethyl}-N-methylcarbamateHCID 123381143—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of (1-{4-Bromo-6-[(triisopropylsilanyl)-ethynyl]-pyridin-2-ylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester C1 (50 mg, 930 μmol), N-chlorosuccinimide (12 mg, 0.90 mmol) and ACN (1 ml) is stirred at 50° C. for 17 h. The mixture is concentrated in vacuo and the product purified by RP HPLC. Yield: 11 mg (21%). HPLC-MS: M+H=574/572; tR=2.04 min (METHOD—1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278978B2
Source datasetuspto-grants-2016_03
ORD IDord-4ed04e97699a40b89e2529a4391aec78
Source noteuspto-grants-2016_03