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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890155Generated: October 31, 2026

Water → HCID 67384784, compound

https://huagongshe.com/reaction/1890155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylene GlycolHCID 8172—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 59217426HCID 59217426—
SolventDimethylformamideHCID 6228—
ProductHCID 67384784HCID 6738478477.3%

Reaction Steps

The mixture of potassium carbonate (158.7 mg, 1.15 mmol), compound 3 (100 mg, 0.38 mmol) and triethylene glycol (576 mg, 3.8 mmol) in anhydrous DMF (5.0 ml) was sealed in a microwavable vial (from Biotage) and subjected to microwave irradiation (Biotage Initiator system) at 180° C. for 25 min. After cooling to room temperature, water was added and reaction mixture was extracted with ethyl acetate. Organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified with PTLC (4% MeOH in DCM as developing solvent) gave product 7 (110 mg, Yield: 77%): 1H NMR (200 MHz, CDCl3): δ.8.20 (3H, m), 7.83 (1H, d, d, J1=8.6 Hz, J2=2.4 Hz), 7.61 (2H, d, J=8.8 Hz), 7.10 (2H, m) 6.84 (1H, d, J=8.6 Hz), 4.53 (2H, t, J=4.8 Hz), 3.88 (2H, t, J=4.8 Hz), 3.71 (6H, m), 3.61 (2H, m), 2.10 (1H, b), HRMS (EI) m/z calcd. for [C19H22N2O6]+ 374.1478.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08506929B2
Source datasetuspto-grants-2013_08
ORD IDord-43c739e2994b4e5f89e942fc92dda7fa
Source noteuspto-grants-2013_08