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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429375Generated: October 31, 2026

Dimethyl Sulfoxide → HCID 71269468, compound

https://huagongshe.com/reaction/1429375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPyrazoleHCID 1048—
ReactantCesium carbonateHCID 10796—
ReactantHCID 86677159HCID 86677159—
SolventEthyl AcetateHCID 8857—
ProductHCID 71269468HCID 7126946832.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

Compound 17a (100 mg, 0.21 mmol) was added to DMSO (1 mL) and Cs2CO3 (500 mg, 1.5 mmol). 1H-Pyrazole (70 mg, 1.0 mmol) was added in the mixture and sealed in a microwave tube. The mixture was heated to 110° C. for 30 min under microwave irradiation. The reaction mixture was poured into ice/water (50 mL) and extracted with EA (3×50 mL) and washed with brine (2×50 mL) and dried over anhydrous Na2SO4. The residue was purified by CC eluting with PE:EA=3:1 to give compound 17 as white solid (30 mg, 32% yield). 1H-NMR (400 MHz, CD3OD) δ: 8.73 (d, J=1.6 Hz, 1H), 8.33 (d, J=7.2 Hz, 1H), 8.20 (d, 1H), 7.97 (d, 1H), 7.52-7.50 (m, 2H), 7.40-7.38 (m, 2H), 6.80 (d, 1H), 6.70 (t, 1H), 6.14 (s, 1H), 5.10 (m, 1H), 4.92 (d, J=14.4 Hz, 1H), 4.80 (m, 2H), 4.43 (d, J=14.4 Hz, 1H), 4.35 (q, 1H), 4.22 (q, 1H), 3.76 (d, 1H), 3.66 (d, 1H). MS (ESI+) m/z: 435.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940722B2
Source datasetuspto-grants-2015_01
ORD IDord-ee909b993b9649349a02cb4bb46dc130
Source noteuspto-grants-2015_01