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[ CAS No. 166176-46-1 ]

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Chemical Structure| 166176-46-1
Chemical Structure| 166176-46-1
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Product Details of [ 166176-46-1 ]

CAS No. :166176-46-1 MDL No. :MFCD09832520
Formula : C6H6N4 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :134.14 g/mol Pubchem ID :10702308
Synonyms :

Safety of [ 166176-46-1 ]

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 [ 166176-46-1 ]

  • Downstream synthetic route of [ 166176-46-1 ]

[ 166176-46-1 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1885-14-9 ]
  • [ 166176-46-1 ]
  • [ 1229383-63-4 ]
YieldReaction ConditionsOperation in experiment
72% With pyridine In N,N-dimethyl-formamide at 20℃; for 3h; 19 Intermediate 19: lmidazo[1 ,2-bipyridazin-3-yl-carbamic acid phenyl ester.; To a solution of imidazo[1 ,2-b]pyridazin-3-ylamine (209 mg, 1.56 mmol) in dry DMF (5.0 ml_) was added pyridine (382 μl_, 4.68 mmol) and phenyl chloroformate (244 mg, 1.56 mmol). After 3 h at rt, the mixture was diluted with EtOAc (100 ml_) and washed with saturated aqueous NaHCO3 (50 ml_). The organic layer was dried (MgSO4) and concentrated. The residue was purified (FCC) to give imidazo[1 ,2- b]pyridazin-3-yl-carbamic acid phenyl ester (285 mg, 72%). MS (ESI+): calcd for Ci3Hi0N4O2 m/z 254.08, found 255.3 (M+H)+.
72% With pyridine In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; 26 Intermediate 26: ImidazoH ^-bipyridazin-S-yl-carbamic acid phenyl ester.; To a solution of imidazo[1 ,2-b]pyhdazin-3-ylamine (209 mg, 1.56 mmol) in dry DMF (5.0 ml_) was added pyridine (382 μl_, 4.68 mmol) and phenyl chloroformate (244 mg, 1.56 mmol). After 3 h at rt, the mixture was diluted with EtOAc (100 ml_) and washed with saturated aqueous NaHCO3 (50 ml_). The organic layer was dried (MgSO4) and concentrated. The residue was purified (FCC) to give imidazo[1 ,2- b]pyridazin-3-yl-carbamic acid phenyl ester (285 mg, 72%). MS (ESI+): calcd for Ci3Hi0N4O2 m/z 254.08, found 255.3 (M+H)+.
  • 2
  • [ 166176-46-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1-hydroxy-7-aza-benzotriazole; HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 120 °C
  • 3
  • [ 166176-46-1 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 1-hydroxy-7-aza-benzotriazole; HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 120 °C 3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
  • 4
  • [ 1356016-36-8 ]
  • [ 166176-46-1 ]
  • [ 1446510-50-4 ]
YieldReaction ConditionsOperation in experiment
0.171 g With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h; 23.1 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid imidazol[1,2-b]pyridazin-3-ylamide Step 1 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid imidazol[1,2-b]pyridazin-3-ylamide To a stirred solution of 2-chlorothieno[3,2-d]pyrimidine-7-carboxylic acid (0.100 g, 0.466 mmol) in DMF (4 mL) was added imidazol[1,2-b]pyridazin-3-amine (0.094 g, 0.699 mmol), DIPEA (0.325 mL, 1.86 mmol), 1-hydroxy-7-azabenzotriazole (0.095 g, 0.699 mmol) and HATU (0.266 g, 0.699 mmol). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with dichloromethane and water. The organic layer was washed with aqueous sodium carbonate, then brine, and then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was dried under high vacuum overnight to give 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid imidazol[1,2-b]pyridazin-3-ylamide (0.171 g, 111%) as a yellow solid, which was used directly in the next step without further purification. LCMS m/z [M+H]=331.
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