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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10089Generated: October 28, 2026

Dimethyl Sulfoxide → HCID 54514832, compound

https://huagongshe.com/reaction/10089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantWaterHCID 962—
Reactant1-IodopropaneHCID 33643—
Reactant6-Methyl-5,7,13-triazatetracyclo[9.3.1.02,10.04,8]pentadeca-2(10),3,5,8-tetraene-13-carboxylic acid tert-butyl esterHCID 54311038—
SolventSodium HydroxideHCID 14798—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 54514832HCID 54514832—

Reaction Conditions

Temperature40 °C

Reaction Steps

(For conditions, see; Pilarski, B. Liebigs Ann. Chem. 1983, 1078.) 6-Methyl-5,7,13-triazatetracyclo[9.3.1.02,10.04,8]pentadeca-2(10),3,5,8-tetraene-13-carboxylic acid tert-butyl ester (80 mg, 0.267 mmol) was stirred in 50% aqueous NaOH solution (3 mL) and DMSO (1 mL) then treated with 1-iodopropane (0.03 mL, 0.321 mmol). This mixture was warmed to 40° C. for 2 hours then cooled, treated with H2O and extracted with ethyl acetate. The organic layer was washed with H2O (3 times) then dried (Na2SO4), filtered and concentrated to an oil (90 mg, 0.253 mmol). (TLC 5% methanol/CH2Cl2 (NH3) Rf 0.15).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091372B2
Source datasetuspto-grants-2006_08
ORD IDord-c87a28432656476ca44431e7feb16a78
Source noteuspto-grants-2006_08