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[ CAS No. 152626-78-3 ]

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Chemical Structure| 152626-78-3
Chemical Structure| 152626-78-3
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Product Details of [ 152626-78-3 ]

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 :

Safety of [ 152626-78-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 152626-78-3 ]

  • Upstream synthesis route of [ 152626-78-3 ]
  • Downstream synthetic route of [ 152626-78-3 ]

[ 152626-78-3 ] Synthesis Path-Upstream   1~3

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YieldReaction ConditionsOperation 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).
Reference: [1] Patent: EP2308880, 2011, A1, . Location in patent: Page/Page column 47
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Reference: [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 12, p. 5129 - 5140
  • 3
  • [ 331-64-6 ]
  • [ 152626-78-3 ]
Reference: [1] Patent: EP2308880, 2011, A1,
Historical Records

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[ 152626-78-3 ]

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