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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409587Generated: October 30, 2026

Potassium Carbonate → HCID 46941132, compound

https://huagongshe.com/reaction/2409587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridin-2-amineHCID 46864103—
ReactantHCID 66717221HCID 66717221—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 46941132HCID 4694113222.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 5-Iodo-2-[3-(morpholine-4-sulfonyl)-phenyl]-imidazo[2,1-b][1,3,4]thiadiazole (18 mg, 0.053 mmol), 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-trifluoromethyl-pyridin-2-ylamine (20 mg, 0.068 mmol), PdCl2(dppf) (9 mg, 0.011 mmol) and sat K2CO3 (0.22 mL) in DME (0.5 mL) was heated under microwave irradiation at 120° C. for 30 min. The reaction mixture was cooled, diluted with DCM and washed with water. The organic layer was dried (Na2SO4), filtered and evaporated. The residue was purified by column chromatography (5% MeOH in DCM) to give the desired product (6.2 mg, 19%). HPLC-MS (5-100% B in 8 min at 0.8 mL): tR=5.13 min, [M+H]+ m/z 511.1; 1H NMR (300 MHz, DMSO) δ 8.75 (s, 1H), 8.29 (s, 1H), 8.20 (d, J=7.6 Hz, 1H), 8.10 (s, 1H), 7.83 (m, 2H), 7.72 (s, 1H), 6.65 (s, 2H), 3.53 (m, 4H), 2.84 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815918B2
Source datasetuspto-grants-2014_08
ORD IDord-6f8403e5acd4444bb28be1b018703317
Source noteuspto-grants-2014_08