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Chemical Structure| 1161847-33-1 Chemical Structure| 1161847-33-1

Structure of 1161847-33-1

Chemical Structure| 1161847-33-1

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Product Details of [ 1161847-33-1 ]

CAS No. :1161847-33-1
Formula : C9H8ClN3O2
M.W : 225.63
SMILES Code : O=C(C1=CC(Cl)=NN2C1=NC=C2)OCC
MDL No. :MFCD28501793

Safety of [ 1161847-33-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 1161847-33-1 ]

* 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.

  • Downstream synthetic route of [ 1161847-33-1 ]

[ 1161847-33-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1161847-33-1 ]
  • [ 199609-62-6 ]
  • 6-(3-(((tert-butoxycarbonyl)amino)methyl)phenyl)imidazo[1,2-b]pyridazine-8-carboxylic acid [ No CAS ]
  • ethyl 6-(3-(((tert-butoxycarbonyl)amino)methyl)phenyl)imidazo[1,2-b]pyridazine-8-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
7%; 14% With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; In 1,4-dioxane; water; at 120℃; for 1h;Inert atmosphere; Microwave irradiation; Compound 27c was prepared according to the procedure reported in step-3 of Scheme-l, from ethyl 6-chloroimidazo[l,2-b]pyridazine-8-carboxylate (27a) (500 mg, 2.22 mmol; CAS No. 1161847-33-1) in dioxane (6 mL) using 3 - tert- butoxycarbonylamino)methyl)phenylboronic acid (Id) (835 mg, 3.32 mmol), tripotassium phosphate (1.5 mL, 4.43 mmol, 1.3 M aqueous solution), tricyclohexylphosphine (186 mg, 0.67 mmol) and Pd2(dba)3 (203 mg, 0.22 mmol) under a nitrogen atmosphere by heating at 120 C for 1 h in a microwave. This gave after workup and purification by flash column chromatography [silica (40 g), eluting with hexanes in ethyl acetate 0-100%] ethyl 6-(3- (((/er/-butoxycarbonyl)amino)methyl)phenyl)imidazo[l,2-b]pyridazine-8-carboxylate (27b) (123 mg, 14% yield) as a colorless gum; NMR (300 MHz, DMSO-e) d 8.47 (d, 7= 1.2 Hz, 1H), 8.09 (s, 1H), 7.99 - 7.94 (m, 2H), 7.92 (d, 7= 1.2 Hz, 1H), 7.58 - 7.39 (m, 3H), 4.47 (q, J= 7.1Hz, 2H), 4.24 (d, J= 6.2 Hz, 2H), 1.43 - 1.30 (m, 12H); MS (ES+): 397.3 (M+l), further elution gave 6-(3-(((/er/-butoxycarbonyl)amino)methyl)phenyl)imidazo[l,2- b]pyridazine-8-carboxylic acid (27c) (60 mg, 7 % yield) as an oil; NMR (300 MHz, DMSO-Td) d 8.47 (s, 1H), 8.05 (s, 1H), 8.00 - 7.94 (m, 2H), 7.91 (d, J= 1.3 Hz, 1H), 7.59 - 7.38 (m, 3H), 4.24 (d, J= 6.2 Hz, 2H), 1.41 (s, 9H).
 

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