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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445345Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 42634923, compound

https://huagongshe.com/reaction/445345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant(R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinolineHCID 28293305—
ReactantHCID 59536395HCID 59536395—
SolventTolueneHCID 1140—
ProductHCID 42634923HCID 42634923—

Reaction Steps

A solution of (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (50 mg, 180 μmol, example 87, Step 3) and 4-nitrophenyl 6-chloropyridin-3-yl-carbamate (119 mg, 406 μmol) in toluene (1.0 mL) was subjected to a microwave irradiation at 180° C. for 30 min. Then, DMSO (1.0 mL) was added and the solution mixture was filtered. The filtrate was then purified by preparative HPLC (0%-100% MeCN 0.1% TFA/H2O 0.1% TFA) to give the title compound, which was dissolved in MeOH (1.0 mL). Then, the solution was washed through PL-HCO3 MP-Resin (200 mg per 6 mL tube) and the resin was washed with MeOH (2×0.3 mL). The combined washings were concentrated and dried under vacuum to give the title compound as a light yellow solid. MS (ESI, positive ion) m/z: 432 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476297B2
Source datasetuspto-grants-2013_07
ORD IDord-a083033025d6456ea708db63728655ae
Source noteuspto-grants-2013_07