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[ CAS No. 1187236-18-5 ]

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2D
Chemical Structure| 1187236-18-5
Chemical Structure| 1187236-18-5
Structure of 1187236-18-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 1187236-18-5 ]

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Related Doc. of [ 1187236-18-5 ]

SDS

Product Details of [ 1187236-18-5 ]

CAS No. :1187236-18-5MDL No. :MFCD11505036
Formula :C10H9BrN2O2Boiling Point :-
Linear Structure Formula :-InChI Key :ZNBQFCWFNJYWEE-UHFFFAOYSA-N
M.W :269.09Pubchem ID :51063904
Synonyms :

Computed Properties of [ 1187236-18-5 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 1187236-18-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1187236-18-5 ]

  • Downstream synthetic route of [ 1187236-18-5 ]

[ 1187236-18-5 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 1013-88-3 ]
  • [ 1187236-18-5 ]
  • 7-((diphenylmethylene)amino)imidazo[1,2-a]pyridin-2-carboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; for 6h;Reflux; Inert atmosphere; To a solution of ethyl 7-bromoimidazo[l,2-a]pyridine-2-carboxylate (8.0 g, 30.0 mmol) and diphenylmethanimine (8.10 g, 45.0 mmol) in l,4-dioxane (100 mL) were added Pd2(dba)3 (2.76 g, 3.0 mmol), BINAP (1.84 g, 3.0 mmol) and CS2CO3 (19.60 g, 60.3 mmol). The reaction mixture was stirred at reflux for 6 h under N2 atmosphere, cooled down to rt and filtered. The filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtO Ac/PE (v/v) = 1/2) to give the title compound as a pale yellow solid (5.20 g, 47%). MS (ESI, pos, ion): 370.2 [M+H]+.
47% With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; for 6h;Inert atmosphere; Reflux; toEthyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate(8.0g, 30.0mmol)And benzophenone imine (8.10g, 45.0mmol) in 1,4-dioxane (100mL) solutionPd2(dba)3 (2.76g, 3.0mmol), BINAP (1.84g, 3.0mmol) andCs2CO3 (19.60 g, 60.3 mmol).The reaction system was refluxed under a nitrogen atmosphere and stirred for 6 hours, then cooled to room temperature and filtered.The resulting filtrate was concentrated under reduced pressure. Residue obtainedPurified by silica gel column chromatography (EtOAc /EtOAc(5.20 g, 47%).
  • 2
  • [ 1187236-18-5 ]
  • 7-aminoimidazo[1,2-a]pyridin-2-carboxylic acid ethyl ester [ No CAS ]
  • 3
  • [ 1187236-18-5 ]
  • 6-(4-((5-chloro-2-((2-(difluoromethyl)imidazo[1,2-a]pyridin-7-yl)amino)pyrimidin-4-yl)amino)piperidin-1-yl)pyridazine-3-carbonitrile [ No CAS ]
  • 4
  • [ 1187236-18-5 ]
  • 2-(difluoromethyl)imidazo[1,2-a]pyridin-7-amine [ No CAS ]
  • 5
  • [ 1187236-18-5 ]
  • 2-(difluoromethyl)-N-(diphenylmethylene)imidazo[1,2-a]pyridin-7-amine [ No CAS ]
  • 6
  • [ 1187236-18-5 ]
  • 7-bromo-2-(difluoromethyl)imidazo[1,2-a]pyridine [ No CAS ]
  • 7
  • [ 1187236-18-5 ]
  • 7-bromoimidazo[1,2-a]pyridine-2-carbaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With diisobutylaluminium hydride; In dichloromethane; at -78℃;Inert atmosphere; To a suspension of ethyl 7-bromoimidazo[l,2-a]pyridine-2-carboxylate (3.50 g, 13.0 mmol) in anhydrous DCM (80 mL) was added diisobutyl aluminum hydride (18.50 mL, 18.50 mmol, 1.0 M) at -78 C under N2 atmosphere. The mixture was stirred at -78 C overnight and then moved to 0 C, and quenched with water (0.75 mL), 15% NaOH aqueous solution (0.75 mL) and another water (2 mL) successively. The resulting mixture was stirred at rt for 15 min. To the mixture were added Et20 (50 mL), EtOAc (50 mL) and hydrous Mg2S04 (20 g), stirred for 15 min, filtered. The filter cake was washed with EtOAc (200 mL), the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/10 to 1/5) to afford the title compound as a light-yellow solid (1.50 g, 51%).MS (ESI, pos. ion) m/z: 225.0 [M+H]+;1H NMR (400 MHz, CDCl3) d (ppm): 10.14 (s, 1H), 8.13 (s, 1H), 8.04 (d, J= 7.2 Hz, 1H), 7.89 (s, 1H), 7.02 (dd, j= 7.2, 1.7 Hz, 1H).
51% With diisobutylaluminium hydride; In dichloromethane; at -78 - 0℃;Inert atmosphere; Under the protection of -78 C and N2,To [1187236-18-5]ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate (3.50 g, 13.0 mmol)Add in anhydrous DCM (80 mL) suspensionDiisobutylaluminum hydride (18.50 mL, 18.50 mmol, 1.0 M).The mixture was stirred at -78 C overnight.After the reaction is over, move to 0 C.And add water (0.75mL) in turn.15% NaOH aqueous solution (0.75mL)The reaction was quenched with water (2 mL).The resulting mixture was stirred at room temperature for 15 minutes.Then add Et2O (50 mL),EtOAc (50 mL) and Mg 2 SO 4 (20 g).Continue stirring for 15 minutes and filter again.The resulting filter cake was rinsed with EtOAc (200 mL).The filtrate was concentrated under reduced pressure.The residue obtained was purified by silica gel column chromatography (EtOAc /EtOAcTo give the title compound as a pale yellow solid (1.50g, 51% yield).
  • 8
  • [ 1187236-18-5 ]
  • 5-(1-((1-fluorocyclopentyl)methyl)-1H-pyrazol-4-yl)-6-(2-(fluoromethyl)imidazo[1,2-a]pyridin-7-yl)picolinonitrile [ No CAS ]
  • 9
  • [ 1187236-18-5 ]
  • 2-(fluoromethyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine [ No CAS ]
  • 10
  • [ 1187236-18-5 ]
  • 7-bromo-2-(fluoromethyl)imidazo[1,2-a]pyridine [ No CAS ]
Historical Records

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