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[ CAS No. 887115-56-2 ]

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Chemical Structure| 887115-56-2
Chemical Structure| 887115-56-2
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Product Details of [ 887115-56-2 ]

CAS No. :887115-56-2 MDL No. :MFCD16112604
Formula : C7H6BrN3 Boiling Point : 287.0±20.0°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :212.05 g/mol Pubchem ID :57415889
Synonyms :

Safety of [ 887115-56-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 887115-56-2 ]

  • Upstream synthesis route of [ 887115-56-2 ]
  • Downstream synthetic route of [ 887115-56-2 ]

[ 887115-56-2 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 875781-17-2 ]
  • [ 74-88-4 ]
  • [ 887115-56-2 ]
YieldReaction ConditionsOperation in experiment
73%
Stage #1: With sodium hydride In tetrahydrofuran at 0℃; for 0.5 h; Inert atmosphere
Stage #2: at 25℃; Inert atmosphere
Step 1
5-bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine (Compound 4-2)
Sodium hydride (720 mg, 30 mmol) was added into a 100 ml reaction flask, and anhydrous THF (40 mL) was added to the reaction flask.
After stirring at 0° C. for 5 min, the reaction substrate 5-bromo-1H-pyrazolo[3,4-b]pyridine (4.0 g, 20 mmol, commercially available) was dissolved in THF (20 ml), and the resulting solution was slowly added dropwise to the reaction flask through the constant pressure funnel, and stirred for 30 min.
Afterwards, iodomethane (1.6 ml, 26 mmol) was added dropwise to the reaction system.
After completion of the addition, the reaction solution was slowly warmed to room temperature and stirred overnight.
The reaction progress was monitored by TLC.
After completion of the reaction, 10 ml of ice water was added to the reaction system to quench the reaction, THF was removed by concentration under reduced pressure, and the residue was extracted with dichloromethane (60 ml) and water (20 ml*3).
The organic layer was dried over anhydrous Na2SO4, and concentrated under reduced pressure to give 4.1 g brown solid, which was separated and purified by Combi-flash chromatography [PE:EA=10:90-40:60] to give the title compound 4-2 (3.1 g, 73percent). MS m/z (ESI): 211.9 [M+H]+.
Reference: [1] Patent: US2017/8889, 2017, A1, . Location in patent: Paragraph 0165; 0166
  • 2
  • [ 2065-75-0 ]
  • [ 1192-21-8 ]
  • [ 887115-56-2 ]
YieldReaction ConditionsOperation in experiment
27% for 48 h; Heating / reflux Preparation 9; 5-Bromo- 1 -methyl- lH-pyrazolo[3,4-b]pyridine; EPO <DP n="26"/> Dissolve l-methyl-5-aminopyrazole (Butt Park LTD; 1.0 g, 10.3 mmol) and 2- bromomalonaldehyde (Aldrich; 1.55 g, 10.3 mmol) in glacial acetic acid (160 niL) and reflux under nitrogen for 48 h. Concentrate under reduced pressure and purify via chromatography (silica gel, 90percent dichloromethane/10percent diethyl ether) to obtain 610 mg (27percent) of the title compound as an off-white solid. TOF MS ES+ exact mass calculated for C7H7N3Br (p+H): m/z = 21 1.9823, Found: 211.9838.
Reference: [1] Patent: WO2006/52568, 2006, A2, . Location in patent: Page/Page column 24-25
  • 3
  • [ 875781-17-2 ]
  • [ 74-88-4 ]
  • [ 887115-56-2 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 12, p. 6334 - 6353
[2] Journal of Organic Chemistry, 2018, vol. 83, # 12, p. 6334 - 6353
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