CAS No. : | 638217-08-0 | MDL No. : | MFCD09836137 |
Formula : | C11H11NO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 205.21 | Pubchem ID : | - |
Synonyms : |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 | UN#: | |
Hazard Statements: | H302-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 |
---|---|---|
With caesium carbonate; In dimethyl sulfoxide; at 120℃; for 2h; | A mixture of 28-E (1.4 g, 7.3 mmol), 6-hydroxy-N, 2-dimethyl-1-benzofuran-3- carboxamide 28-F (1.5 g, 7.3 mmol) and Cs2CO3 (3.6, 11 mmol) in 12 ml of DMSO was heated to 120 C for 2 hours, poured into water and extracted with EtOAc. Silica gel chromatography using 2percent MeOH/CH2CI2 offered 1.4 g of 6- [ (7-methoxyquinolin-4-yl) oxy] -N, 2-dimethyl-1-benzofuran-3- carboxamide 28-G. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54% | With caesium carbonate; In dimethyl sulfoxide; at 120℃; for 1.0h; | A mixture of compound 6-G (500 mg, 1.7 mmol), 6-hydroxy-N, 2-dimethyl-1-benzofuran-3- carboxamide 6-H (354 mg, 1.7 mmol) (the product of Example 5) and Cs2CO3 (920 mg, 2.6 mmol) in DMSO (5 mL) was heated to 120 C for 1 hours. The solution was extracted with Silica gel column chromatography eluted with hexane/ethyl acetate (3: 1 to 1: 1) gave the title compound 6 (427 mg, 54percent yield). 1H NMR (300 MHz, CHLOROFORM-d) o ppm 2.67 (s, 3 H) 3.00 (d, J=4.90 Hz, 3 H) 5.82 (s, 1 H) 6.48 (d, J=5.27 Hz, 1 H) 7.07 (dd, J=8.57, 2.17 Hz, 1 H) 7.23 (d, J=2.07 Hz, 1 H) 7.81 (dd, J=8.76, 1.60 Hz, 1 H) 8.04 (d, J=8.85 Hz, 1 H) 8.51 (d, J=1.32 Hz, 1 H) 8.56 (d, J=5.27 Hz, 1 H). LC/MS (APCI, pos. ): 459.0 (M+H). |