Structure of 1450590-76-7
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 1450590-76-7 |
Formula : | C26H28Br2F2N2S3 |
M.W : | 662.51 |
SMILES Code : | FC1=C(C2=CC(CCCCCC)=C(Br)S2)C3=NSN=C3C(C4=CC(CCCCCC)=C(Br)S4)=C1F |
MDL No. : | MFCD30489173 |
InChI Key : | XJWNRSCLIAJISP-UHFFFAOYSA-N |
Pubchem ID : | 89760892 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With N-Bromosuccinimide; In tetrahydrofuran; at 20.0℃; for 2.0h;Inert atmosphere; | A solution of compound 14 (1 g, 1.9 mmol) in 15 mL THF under argon atmosphere was treated with N-bromosuccinimide (NBS) (0.7 g, 4.0 mmol) portionwise and stirred at room temperature for 2 h. After removal of the solvent under reduced pressure, the solid residue was purified by flash chromatography column to provide 1.8 g (82%) of compound 15 with orange-color. 1H NMR (300 MHz, CDCl3): delta (ppm) 7.96 (s, 1H), 2.74-2.58 (t, 4H, J = 7.7 Hz) 1.76-1.62 (m, 4H), 1.46-1.22 (m, 12H), 0.91 (m, 6H); 13C NMR (75 MHz, CDCl3): delta (ppm) 177.0, 149.5 (dd, 1JC-F = 260.1 Hz and 2JC-F = 20.8 Hz), 148.4, 142.6, 131.7, 131.3, 114.5, 110.8, 31.7, 29.8, 29.6, 29.0, 22.7, 14.1. HRMS (m/z, EI+) calcd for C26H28Br2F2N2S3 659.9749, found 659.9747. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With palladium(II) trifluoroacetate; silver(l) oxide; In dimethyl sulfoxide; at 80.0℃; for 10.0h; | To a 25 mL reaction tube,3.4 mg (5 mol%) of Pd (Tfa) 2,Ag2O (0.8 mmol),Compound 21 (0.2 mmol, 1 eq),After purging with nitrogen for 3 times, 1 mL of dimethylsulfoxide (DMSO)Compound 22 (0.80 mmol) was injected,After stirring at 80 C for 10 hours,Compound C-13,The yield is 64%. |
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