HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409587Generated: October 30, 2026
Potassium Carbonate → HCID 46941132, compound
https://huagongshe.com/reaction/2409587
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridin-2-amine | HCID 46864103 | — |
| Reactant | HCID 66717221 | HCID 66717221 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 46941132 | HCID 46941132 | 22.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815918B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-6f8403e5acd4444bb28be1b018703317 |
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| Source note | uspto-grants-2014_08 |
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