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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 506141Generated: November 2, 2026

Isopropyl chloroformate → Propan-2-yl (2-chloro-4-{3-cyano-1-cyclobutyl-6-[(pyrimidin-2-yl)oxy]-1H-indol-2-yl}phenyl)carbamate

https://huagongshe.com/reaction/506141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl chloroformateHCID 7917—
Reactant2-(4-amino-3-chloro-phenyl)-1-cyclobutyl-6-(pyrimidin-2-yloxy)-1H-indole-3-carbonitrileHCID 59430670—
SolventHydrochloric AcidHCID 313—
SolventPyridineHCID 1049—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductPropan-2-yl (2-chloro-4-{3-cyano-1-cyclobutyl-6-[(pyrimidin-2-yl)oxy]-1H-indol-2-yl}phenyl)carbamateHCID 2505099893%

Reaction Steps

To 2-(4-amino-3-chloro-phenyl)-1-cyclobutyl-6-(pyrimidin-2-yloxy)-1H-indole-3-carbonitrile (0.26 g, 0.6 mmol) in CH2Cl2 (0.5 mL) and pyridine (0.5 mL) was added a solution of isopropyl chloroformate in toluene (1.0M, 0.8 mL) and the mixture was stirred at room temperature overnight. The mixture was diluted with aq. HCl (1N) and extracted with CH2Cl2. The organic layer was washed with water and brine, dried, concentrated and purified on silica gel (40% EtOAc/hexane) to provide {2-chloro-4-[3-cyano-1-cyclobutyl-6-(pyrimidin-2-yloxy)-1H-indol-2-yl]-phenyl}-carbamic acid isopropyl ester (0.29 g, 93%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781478B2
Source datasetuspto-grants-2010_08
ORD IDord-08010a6180854d0fbcc90c6c799830cb
Source noteuspto-grants-2010_08