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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009673Generated: October 30, 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/1009673

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 numberUS07973069B2
Source datasetuspto-grants-2011_07
ORD IDord-4de65736a21b45b1ae1036c5aaf2ec48
Source noteuspto-grants-2011_07