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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509987Generated: November 2, 2026

Ethyl chloroformate → HCID 57619241, compound

https://huagongshe.com/reaction/509987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
Reactant1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 5-chloro-3-[(dimethylamino)methyl]-, 1,1-dimethylethyl esterHCID 57619203—
SolventTolueneHCID 1140—
ProductHCID 57619241HCID 5761924139.1%

Reaction Steps

To 5-chloro-3-dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester (141, 4.20 g, 13.6 mmol) in 100 mL of toluene, ethyl chloroformate (1.48 mL, 15.5 mmol) was added under nitrogen. The reaction was stirred at room temperature for 2 hours, then concentrated under vacuum and combined with water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and the filtrate was concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluting with 25% ethyl acetate in hexane to provide the desired compound (142, 1.60 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096593B2
Source datasetuspto-grants-2015_08
ORD IDord-6c6e68c7889b4080a3e4562844effcd1
Source noteuspto-grants-2015_08