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CAS No. : | 1218791-07-1 | MDL No. : | MFCD12546520 |
Formula : | C10H13BO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XIUIKLVGTQAWHL-UHFFFAOYSA-N |
M.W : | 208.02 | Pubchem ID : | 46739599 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 | UN#: | |
Hazard Statements: | H302-H312-H332 | 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 |
---|---|---|
89% | With palladium 10% on activated carbon In methanol for 8h; Reflux; | 7 Example 75-(4-(3-Chloro-4-(3-fluorobenzyloxy)phenylamino)chinazolin-6-yl)furan-2- carbaldehyde (I) Example 75-(4-(3-Chloro-4-(3-fluorobenzyloxy)phenylamino)chinazolin-6-yl)furan-2- carbaldehyde (I)III (172 mg, 0.34 mmol), 10 % Pd/C (4.3 mg, 0.004 mmol, 1.2 mol. %), methanol (2.4 ml), N,N-diisopropylethylamine (0.12 ml, 0.68 mmol, 2 equiv.) were added to the esterVllb (92 mg, 0.44 mmol, 1,30equiv.) and the resulting suspension was refluxed for 8 hours. After cooling to the room temperature the yellow suspension was filtered and washed with methanol (3 X 16 ml). The product was dissolved in THE (2.4 ml) and filtered through a kieselguhr layer, which, after evaporation of the solvent, provided 143 mg (89%) of the desired compound (I) as a yellow powdery substance. HPLCpurity: 96%.1H NMR (500 MHz, DMSO-d6): 5.27 (s, 2 H), 7.16-7.20 (m, I H), 7.28-7.35 (m, 3H)7.43 (d, J = 3.7 Hz, 1 H), 7.45-7.48 (m, I H), 7.71-7.74 (m, 2 H), 7.46 (d, J = 3.56 Hz,1 H), 7.85 (J = 8.7 Hz, I H), 8.00 (J = 2.4 Hz, I H), 8.29 (dd, J = 1.8 Hz, J = 8.7 Hz),8.59 (s, IH), 8.99 (d, J= 1.5 Hz, IH), 9.67 (s, IH), 10.14 (s, IH). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In tetrahydrofuran at 20℃; for 2h; | 3 Example 35-(5,5-Dimethyl-1 , 3,2-d ioxaborinan-2-yl)furan-2-carbaldehyde VII b Example 35-(5,5-Dimethyl-1 , 3,2-d ioxaborinan-2-yl)furan-2-carbaldehyde VII b5-Formylfuran-2-yl boronic acid (1076 mg, 7.69 mmol) was suspended in dry THF (23 ml), then anhydrous neopentyl glycol (801 mg, 7.69 mmol, I equiv.) was added and the reaction mixture was stirred at the room temperature for 2 h. The resultingsolution was filtered and evaporated at a reduced pressure, which provided 1152 mg(72%) of the desired compound VlIb in the form of a yellowish crystalline substance.1H NMR (250 MHz, DMSO-d6): 0.96 (s, 6 H), 3.75 (s, 4 H), 7.12 (d, J = 3.57 Hz, I H),7.48 (d, J = 3.57 Hz, I H), 9.68 ppm (s, I H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: palladium 10% on activated carbon / methanol / 8 h / Reflux 2.1: N-ethyl-N,N-diisopropylamine; acetic acid / tetrahydrofuran / 1 h / 40 °C 2.2: 3 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | With N',N''-bisoctadecyl-N-boc-L-glutamic acid diamide; N-ethyl-N,N-diisopropylamine In water; acetonitrile at 23℃; for 20h; Irradiation; |
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