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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009659Generated: November 2, 2026

Water → HCID 16654990, compound

https://huagongshe.com/reaction/1009659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-ChloropyrimidineHCID 74404—
ReactantHCID 59430598HCID 59430598—
SolventDimethylformamideHCID 6228—
ProductHCID 16654990HCID 1665499074%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of (R)-[4-(3-cyano-1-cyclobutyl-6-hydroxy-1H-indol-2-yl)-phenyl]-carbamic acid 1-cyclopropyl-ethyl ester (0.083 g, 0.2 mmol), Cs2CO3 (0.163 g, 0.5 mmol), 2-chloropyrimidine (0.046 g, 0.4 mmol) in DMF (2.0 mL) was stirred at 70° C. for 2 h. After cooling to room temperature, the mixture was poured into water (15 mL) and the precipitate was collected via filtration and washed with water, purified on silica gel (CH2Cl2/EtOAc, 9.5:0.5) to provide (R)-{4-[3-cyano-1-cyclobutyl-6-(pyrimidin-2-yloxy)-1H-indol-2-yl]-phenyl}carbamic acid 1-cyclopropyl-ethyl ester (0.073 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973069B2
Source datasetuspto-grants-2011_07
ORD IDord-a7aaac6d1916491fb03d8f2af392f39e
Source noteuspto-grants-2011_07