HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508717Generated: November 1, 2026
Dimethyl Sulfoxide → HCID 74221492, compound
https://huagongshe.com/reaction/1508717
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 6-Aminobenzo(c)(1,2)oxaborol-1(3H)-ol | HCID 3770187 | — |
| Reactant | HCID 90110220 | HCID 90110220 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 74221492 | HCID 74221492 | 52% |
Reaction Steps
A 8-mL vial was charged with [2-(5-chloro-2-thienyl)-5-ethyl-6-methyl-pyrimidin-4-yl]trifluoromethanesulfonate (20 mg, 0.052 mmol, 1.05 eq.), 1-hydroxy-3H-2,1-benzoxaborol-6-amine (7.5 mg, 0.05 mmol, 1 eq.) and DMSO (0.5 ml). The mixture was stirred at 90° C. under Ar for 2 hr. After cooling to room temperature, the mixture was added to water (5 ml). The precipitate was collected by filtration and washed with water. After dried, the mixture was purified by prep. TLC using 10% of ethyl acetate in dichloromethane as a mobile phase to give the title compound as a solid (10 mg, 52% yield). MW=385.68. 1H NMR (400 MHz, CDCl3) δ 7.96 (d, J=7.2 Hz, 1H), 7.85 (s, 1H), 7.65 (d, J=4.0 Hz, 1H), 7.41 (d, J=7.2 Hz, 1H), 6.92 (d, J=4.0 Hz, 1H), 6.58 (brs, 1H), 5.15 (s, 1H), 2.65 (q, J=7.6 Hz, 2H), 2.50 (s, 3H), 1.25 (t, J=7.6 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221843B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-b1b30b7a8ccc414ebe16ab2ff02947cf |
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| Source note | uspto-grants-2015_12 |
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