Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912841Generated: October 31, 2026

Acetic Acid → HCID 23155066, compound

https://huagongshe.com/reaction/1912841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantIodineHCID 807—
ReactantLithium diisopropylamideHCID 2724682—
Reactant1-[4-(6-Aminopurin-9-yl)phenyl]-3-(4-chloro-3-(trifluoromethyl)phenyl)ureaHCID 23155080—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23155066HCID 2315506663.2%

Reaction Conditions

Temperature-70 °C

Reaction Steps

In 18 mL of tetrahydrofuran, 300 mg (0.67 mmol) of 1-[4-(6-aminopurin-9-yl)phenyl]-3-(4-chloro-3-(trifluoromethyl)phenyl)urea was suspended, and the suspension was cooled to −70° C. To the suspension, 3 mL of a tetrahydrofuran solution of lithium diisopropylamide (1.8 M) was added dropwise, and with stirring the temperature of the suspension was raised to 0° C. over two hours. Again, the suspension was cooled to −70° C., and 350 mg (1.38 mmol) of iodine was added thereto, and the suspension was stirred one hour. To the reaction solution, 100 μL of acetic acid was added, and the reaction solution was concentrated, and purified by a silica gel column (dichloromethane:methanol=9:1) to obtain 243 mg (63%) of a target product as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609656B2
Source datasetuspto-grants-2013_12
ORD IDord-3c82fac23844497ba66f6917192f4f31
Source noteuspto-grants-2013_12