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CAS No. : | 152626-78-3 | MDL No. : | MFCD11007880 |
Formula : | C8H7BrN2O | Boiling Point : | 363.4°C at 760 mmHg |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 227.06 g/mol | Pubchem ID : | 15278593 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | Packing Group: | N/A |
GHS Pictogram: |
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Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | Stage #1: With hydroxylamine hydrochloride; potassium carbonate In 1,2-dimethoxyethane at 100℃; for 1 h; Stage #2: With hydrazine hydrate In 1,2-dimethoxyethane; ISOPROPYLAMIDE at 150℃; |
Step 25-bromo-6-methoxy-1H-indazole (Compound A33)Compound (9 g, 38.6 mmol), o-hydroxylamine hydrochloride (3.23 g, 38.6 mmol), and potassium carbonate (5.87 g, 42.5 mmol) were dissolved in 1,2-dimethoxyethane (90 mL), and the mixture was stirred at 100°C for 1 hour. After cooling to room temperature, the solid substance was filtered off, and the filtrate was evaporated off under reduced pressure. Dimethyl acetamide (90 mL) and hydrazine monohydrate (18 mL) were added thereto, and the mixture was stirred at 150°C overnight. After cooling to room temperature, water was added to the reaction mixture, and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then the solvent was evaporated off under reduced pressure to give Compound A33 (8.26 g, yield: 94percent) as a yellow paste. ESI-MS m/z: 227, 229 [M+H]+; 1H-NMR (300 MHz, CDCl3) δ(ppm): 3.96 (s, 3H), 6.92 (s, 1H), 7.94 (d, J = 1.1 Hz, 2H). |