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CAS No. : | 16807-11-7 | MDL No. : | MFCD18450164 |
Formula : | C12H8BrN | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | VCDOOGZTWDOHEB-UHFFFAOYSA-N |
M.W : | 246.10 | Pubchem ID : | 11230335 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319 | Packing Group: | |
GHS Pictogram: |
* 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 |
---|---|---|
29% | With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; ethanol; water; at 90.0℃; for 2h;Inert atmosphere; Microwave irradiation; | A degassed stirred solution of 1-bromo-9H-carbazole (213 mg, 0.86 mmol, 1 eq), (2-amino-4-cyanophenyl)boronic acid.HCl (189 mg, 0.95 mmol, 1.1 eq), Na2CO3 (275 mg, 2.60 mmol, 3 eq) and Pd(PPh3)4 (50 mg, 0.043 mmol, 0.05 eq) in a mixture of 1,4-Dioxane:EtOH:H2O (2.5 mL, 2:1:1, 0.5 M) under an inert N2 atmosphere was heated with microwave irradiation at 90C for 2 h. Following completion the crude mixture was concentrated onto silica gel and purified by Isolera Biotage LPLC (CH/EA 8:2) to give 56b (72 mg, 29 %) as a red solid. vmax (cm-1) 3477, 3328, 2230, 1614, 1413, 1316, 1237, 752, 619; 1H-NMR (400 MHz, DMSO-d6): deltaH 10.79 (s, 1H), 8.02 - 8.33 (m, 2H), 7.50 (d, J = 8.07 Hz, 1H), 7.38 (dt, J = 1.04, 7.61 Hz, 1H), 7.24 - 7.33 (m, 3H), 7.21 (d, J = 1.59 Hz, 1H), 7.13 - 7.19 (m, 1H), 7.09 (dd, J = 1.71, 7.70 Hz, 1H), 5.19 (s, 2H); 13C-NMR (100 MHz CDCl3): deltaC 146.7, 140.1, 137.1, 131.7, 127.3, 126.0, 125.6, 123.1, 122.4, 120.8, 120.1, 120.0, 119.5, 119.2, 118.9, 118.7, 117.3, 111.4, 110.8; LR-ESI-MS: C19H14N3 [M+H]+ m/z found 284.05, cald 284.12. |