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[ CAS No. 1505515-69-4 ] {[proInfo.proName]}

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Chemical Structure| 1505515-69-4
Chemical Structure| 1505515-69-4
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Product Details of [ 1505515-69-4 ]

CAS No. :1505515-69-4 MDL No. :MFCD32708526
Formula : C29H34FN5O5 Boiling Point : -
Linear Structure Formula :- InChI Key :DORJQZDOULKINH-QNBGGDODSA-N
M.W : 551.61 Pubchem ID :72694302
Synonyms :
DS-6051b;AB-106;IBI-344

Safety of [ 1505515-69-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1505515-69-4 ]

* 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 [ 1505515-69-4 ]

[ 1505515-69-4 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 1505517-40-7 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / 1,4-dioxane; water / 1.5 h / Reflux; Inert atmosphere 2: hydrogenchloride / methanol; 1,4-dioxane / 0.67 h / 20 °C 3: propan-1-ol / 24.5 h / 20 - 40 °C
Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / 1,4-dioxane; water / 1.5 h / Reflux; Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; methanol / 0.67 h / 20 °C 3: propan-1-ol / 24.5 h / 20 - 40 °C
  • 2
  • [ 1505517-41-8 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrogenchloride / methanol; 1,4-dioxane / 0.67 h / 20 °C 2: propan-1-ol / 24.5 h / 20 - 40 °C
Multi-step reaction with 2 steps 1: hydrogenchloride / 1,4-dioxane; methanol / 0.67 h / 20 °C 2: propan-1-ol / 24.5 h / 20 - 40 °C
  • 3
  • [ 124-04-9 ]
  • [ 1505514-27-1 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
622 mg In propan-1-ol at 20 - 40℃; for 24.5h; 146 Example 146 3-[4-[(2R)-2-Aminopropoxy]phenyl]-N-[(1R)-1-(3-fluorophenyl)ethyl]imidazo[1,2-b]pyridazin-6-amine monoadipate Example 146 3-[4-[(2R)-2-Aminopropoxy]phenyl]-N-[(1R)-1-(3-fluorophenyl)ethyl]imidazo[1,2-b]pyridazin-6-amine monoadipate To the compound (500 mg) obtained in step 3 of Example 21, adipic acid (181 mg) and 1-propanol (5 ml) were added at room temperature. The mixture was stirred at 40° C. for 24 hours and further stirred at room temperature for 0.5 hours. The deposited solid was collected by filtration to obtain the title compound (622 mg). 1H-NMR (DMSO-d6) δ: 1.11 (3H, d, J=6.0 Hz), 1.46-1.51 (4H, m), 1.48 (3H, d, J=7.3 Hz), 2.15-2.21 (4H, m), 3.18-3.27 (1H, m), 3.77-3.86 (2H, m), 4.80-4.88 (1H, m), 6.77 (1H, d, J=9.7 Hz), 6.93 (2H, d, J=9.1 Hz), 7.03 (1H, td, J=8.5, 2.4 Hz), 7.22-7.29 (2H, m), 7.36-7.43 (1H, m), 7.61 (1H, d, J=6.0 Hz), 7.70-7.77 (4H, m). Anal. Calcd for C23H24FN5O.C6H10O4: C, 63.14; H, 6.21; N, 12.70. Found: C, 62.97; H, 6.29; N, 12.59.
622 mg In propan-1-ol at 20 - 40℃; for 24.5h; 146 3-[4-[(2R)-2-Aminopropoxy]phenyl]-N-[(1R)-1-(3-fluorophenyl)ethyl]imidazo[1,2-b]pyridazin-6-amine monoadipate To the compound (500 mg) obtained in step 3 of Example 21, adipic acid (181 mg) and 1-propanol (5 ml) were added at room temperature. The mixture was stirred at 40° C. for 24 hours and further stirred at room temperature for 0.5 hours. The deposited solid was collected by filtration to obtain the title compound (622 mg). (0757) 1H-NMR (DMSO-d6) δ: 1.11 (3H, d, J=6.0 Hz), 1.46-1.51 (4H, m), 1.48 (3H, d, J=7.3 Hz), 2.15-2.21 (4H, m), 3.18-3.27 (1H, m), 3.77-3.86 (2H, m), 4.80-4.88 (1H, m), 6.77 (1H, d, J=9.7 Hz), 6.93 (2H, d, J=9.1 Hz), 7.03 (1H, td, J=8.5, 2.4 Hz), 7.22-7.29 (2H, m), 7.36-7.43 (1H, m), 7.61 (1H, d, J=6.0 Hz), 7.70-7.77 (4H, m). (0758) Anal. Calcd for C23H24FN5O.C6H10O4: C, 63.14; H, 6.21; N, 12.70. Found: C, 62.97; H, 6.29; N, 12.59.
37.2 g In ethanol; water at 27 - 50℃; for 18h; Inert atmosphere; 7 Example 7; 3-{4-[(2R)-2-Aminopropoxy]phenyl}-N-[(1R)-1-(3-fluorophenyl)ethylimidazo[1,2-b]pyridazin-6-amine adipate (6) Under the nitrogen atmosphere, ethanol (90 mL) was added to the compound of the formula (V) (30.0 g, 1 equiv.), and the temperature was raised to 50° C. to dissolve the compound, followed by filtration. Adipic acid (11.4 g, 1.1 equiv.) was dissolved in a mixed solution of ethanol (75 mL) and water (75 mL), followed by filtration. The filtrate was added to a 3-{4-[(2R)-2-aminopropoxy]phenyl}-N-[(1R)-1-(3-fluorophenyl)ethylimidazo[1,2-b] pyridazin-6-amine solution. Water (54 mL) was added thereto and 30.0 mg (0.1% by weight) of seed crystals* were added thereto at an internal temperature of 27° C., followed by stirring for 18 hours. Water (306 mL) was added thereto at an internal temperature of about 41° C. over 1.3 hours, and then the resulting mixture was stirred for 2 hours. Furthermore, the mixture was cooled to an internal temperature of -1° C. over 1.5 hours and stirred for 16.5 hours. Crystals were filtered and washed with a cold mixed solution of ethanol (18 mL) and water (42 mL). The crystals were dried under reduced pressure at an external temperature of 40° C. to obtain crystals of the title compound (6) (37.2 g). An XRD chart of the obtained crystals is shown in FIG. 1.
  • 4
  • [ 1505515-80-9 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / 1,4-dioxane; water / 1.5 h / Reflux; Inert atmosphere 2: hydrogenchloride / methanol; 1,4-dioxane / 0.67 h / 20 °C 3: propan-1-ol / 24.5 h / 20 - 40 °C
Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / 1,4-dioxane; water / 1.5 h / Reflux; Inert atmosphere 2: hydrogenchloride / 1,4-dioxane; methanol / 0.67 h / 20 °C 3: propan-1-ol / 24.5 h / 20 - 40 °C
  • 5
  • [ 460-00-4 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: 1-methyl-pyrrolidin-2-one; potassium <i>tert</i>-butylate / 3 h / 40 - 65 °C / Inert atmosphere 1.2: 5 - 20 °C 2.1: potassium carbonate / tert-butyl methyl ether; water / 0.08 h / 19 °C / Inert atmosphere; Large scale 2.2: 20 h / 58 - 108 °C / Large scale 3.1: sodium phosphate / dimethyl sulfoxide / 55 h / 95 - 99 °C / Inert atmosphere; Large scale 3.2: 23 h / 23 - 25 °C / Large scale 4.1: pyrographite / ethanol / 1 h / Inert atmosphere 4.2: 4 h / 65 - 70 °C 5.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 6.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 6
  • [ 1142944-04-4 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium carbonate / tert-butyl methyl ether; water / 0.08 h / 19 °C / Inert atmosphere; Large scale 1.2: 20 h / 58 - 108 °C / Large scale 2.1: sodium phosphate / dimethyl sulfoxide / 55 h / 95 - 99 °C / Inert atmosphere; Large scale 2.2: 23 h / 23 - 25 °C / Large scale 3.1: pyrographite / ethanol / 1 h / Inert atmosphere 3.2: 4 h / 65 - 70 °C 4.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 5.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 7
  • [ 6775-78-6 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1.1: cesium fluoride; N-benzyl-N,N,N-triethylammonium chloride / dimethyl sulfoxide / 4 h / 79 - 81 °C / Inert atmosphere 1.2: 2.5 h / 22 - 37 °C 2.1: potassium carbonate / tert-butyl methyl ether; water / 0.08 h / 19 °C / Inert atmosphere; Large scale 2.2: 20 h / 58 - 108 °C / Large scale 3.1: sodium phosphate / dimethyl sulfoxide / 55 h / 95 - 99 °C / Inert atmosphere; Large scale 3.2: 23 h / 23 - 25 °C / Large scale 4.1: pyrographite / ethanol / 1 h / Inert atmosphere 4.2: 4 h / 65 - 70 °C 5.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 6.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 8
  • [ 2244755-04-0 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium carbonate / tert-butyl methyl ether; water / 0.08 h / 19 °C / Inert atmosphere; Large scale 1.2: 20 h / 58 - 108 °C / Large scale 2.1: sodium phosphate / dimethyl sulfoxide / 55 h / 95 - 99 °C / Inert atmosphere; Large scale 2.2: 23 h / 23 - 25 °C / Large scale 3.1: pyrographite / ethanol / 1 h / Inert atmosphere 3.2: 4 h / 65 - 70 °C 4.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 5.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 9
  • [ 2244755-05-1 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: sodium phosphate / dimethyl sulfoxide / 55 h / 95 - 99 °C / Inert atmosphere; Large scale 1.2: 23 h / 23 - 25 °C / Large scale 2.1: pyrographite / ethanol / 1 h / Inert atmosphere 2.2: 4 h / 65 - 70 °C 3.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 4.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 10
  • [ 761390-58-3 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: sodium phosphate / dimethyl sulfoxide / 55 h / 95 - 99 °C / Inert atmosphere; Large scale 1.2: 23 h / 23 - 25 °C / Large scale 2.1: pyrographite / ethanol / 1 h / Inert atmosphere 2.2: 4 h / 65 - 70 °C 3.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 4.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 11
  • [ 2244755-06-2 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: pyrographite / ethanol / 1 h / Inert atmosphere 1.2: 4 h / 65 - 70 °C 2.1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 3.1: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
  • 12
  • [ 2769050-92-0 ]
  • [ 1505515-69-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydroxide / ethanol; water / 20 h / 1 - 50 °C / Inert atmosphere 2: ethanol; water / 18 h / 27 - 50 °C / Inert atmosphere
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[ 1505515-69-4 ]

Chemical Structure| 1505514-27-1

A1229258[ 1505514-27-1 ]

3-(4-((R)-2-Aminopropoxy)phenyl)-N-((R)-1-(3-fluorophenyl)ethyl)imidazo[1,2-b]pyridazin-6-amine

Reason: Free-salt