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Chemical Structure| 1228788-25-7 Chemical Structure| 1228788-25-7

Structure of 1228788-25-7

Chemical Structure| 1228788-25-7

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Product Details of [ 1228788-25-7 ]

CAS No. :1228788-25-7
Formula : C5H8ClN3
M.W : 145.59
SMILES Code : NCC1=NN=CC=C1.[H]Cl
MDL No. :MFCD11847196

Safety of [ 1228788-25-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P280-P305+P351+P338-P310

Application In Synthesis of [ 1228788-25-7 ]

* 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 [ 1228788-25-7 ]

[ 1228788-25-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 114152-23-7 ]
  • [ 1228788-25-7 ]
  • [ 1228788-26-8 ]
YieldReaction ConditionsOperation in experiment
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 18.0h; Ste D; To a solution of 2,3,6-trifluorophenyl acetic acid (5.5 g, 29 mmol) and the intermediate from step C (5.0 g, 34 mmol) in DCM (20 ml) was added EDCI (7.9 g, 41.2 mmol) followed by DIEA (17.99 ml, 103 mmol). After stirring the reaction at room temperature for 18 hours, it was diluted with DCM (100 mL), and washed with water (2X). The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give a brown solid, LC-MS: m/z=282 (M+l); rt=0.6 min (Method C).
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 18 - 25℃; for 18.0h; To a solution of 2,3,6-trifluorophenyl acetic acid (5.5 g, 29 mmol) and the intermediate from Step C (5.0 g, 34 mmol) in DCM (20 mL) was added EDC (7.9 g, 41.2 mmol) followed by DIEA (17.99 mL, 103 mmol). After stirring the reaction at room temperature for 18 hours, it was diluted with DCM (100 mL), and washed with water (2X). The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give a brown solid. LC3 rt = 0.6 min, m/z = 282 (M+H).
  • 2
  • [ 53896-49-4 ]
  • [ 1228788-25-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; hydrogen;palladium on activated charcoal; In methanol; water; under 2068.65 Torr; for 2.0h; Step C; To a solution of the intermediate from step B (5.96 g, 56.7 mmol) in MeOH (35 ml) was added 6N HC1 (20.89 ml, 125 mmol) followed by Pd/C (0.905 g, 8.51 mmol). The reaction mixture was kept on Parr shaker for 2 hours at 40 psi. The reaction mixture was filtered through celite and washed with 600 mL of MeOH and the filtrate concentrated. The residue was azeotroped several times with toluene A dark brown solid obtained. LC-MS: m/z=l 10 (M+l); rt-0.36 (Method A).
With hydrogenchloride; hydrogen;palladium on activated charcoal; In methanol; water; under 2828.7 Torr; for 2.0h;Inert atmosphere; To a solution of the intermediate from Step B (5.96 g, 56.7 mmol) in MeOH (35 mL) was added 6N HC1 (20.89 mL, 125 mmol) followed by Pd/C (0.905 g, 8.51 mmol). The reaction mixture was kept on Parr shaker for 2 hours at 40 psig hydrogen. The reaction mixture was filtered through Celite (diatomaceous earth)and washed with 600 mL of MeOH and the filtrate concentrated. The residue was azeotroped several times with toluene. A dark brown solid was obtained, m/z = 110 (M+H).
With hydrogenchloride; palladium on activated charcoal; hydrogen; In methanol; water; under 2068.65 Torr; for 2.0h; To a solution of the intermediate from Step B (5.96 g, 56.7 mmol) in MeOH (35 mL) was added 6N HCl (20.89 mL, 125 mmol) followed by Pd/C (0.905 g, 8.51 mmol). The reaction mixture was kept on Parr shaker for 2 hours at 40 psi hydrogen. The reaction mixture was filtered through celite and washed with 600 mL of MeOH and the filtrate concentrated. The residue was azeotroped several times with toluene. A dark brown solid was obtained. LC1 rt = 0.36 min, m/z = 110 (M+H).
With hydrogenchloride; palladium on activated charcoal; hydrogen; In methanol; water; under 2828.7 Torr; for 2.0h; To a solution of pyridazine-3-carbonitrile (500 mg, 4.7 mmol) in MeOH (10 mL), was added HCl 6N (2 mL, 12 mmol) followed by Pd/C (50 mg). The reaction mixture was kept on a Parr shaker for 2 hours at 40 psig hydrogen. The reaction mixture was filtered through Celite (diatomaceous earth), washed with 100 mL of MeOH, and the filtrate was concentrated. The residue was azeotroped several times with toluene to give pyridazin-3- ylmethanamine hydrochloride as a dark brown solid (crude 500 mg, quantitative yield). LC- MS (ESI): m/z (M+H) = 110.15.

  • 4
  • [ 1228788-25-7 ]
  • [ 1590403-95-4 ]
  • C21H17F3N6O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium t-butanolate; XPhos; In 1,4-dioxane; at 100℃; for 14.0h;Inert atmosphere; Preparation of Compound 664: To a solution of Compound 122 (210 mg, 0.569 mmol) in dioxane (20 mL) were added <strong>[1228788-25-7]pyridazin-3-ylmethanamine hydrochloride</strong> (165 mg, 1.14 mmol), NaOtBu (218 mg, 2.28 mmol), Xphos (27.2 mg, 0.057 mmol), precatalyst 13 (44.8 mg, 0.057 mmol). The mixture was degassed under in vacuum and purged with N2 three times. The reaction mixture was stirred at 100C for 14h. The mixture was cooled to rt. The mixture was diluted with water and extracted with EA. The combined organic layer was dried over Na2SO4, concentrated in vacuum. The residue was purified by column chromatography on silica gel eluted with DCM:MeOH (50:1-10:1) to give Compound 664 (50 mg, 20% yield) as a pale yellow solid. ?H NMR (DMSO-d6, 400MHz) (59.15 (s, 1H), 7.91 (s, 1H), 7.67 (s, 2H), 7.60 (s, 1H), 7.49 (d, J=8.8Hz, 2H), 7.42 (d, J=8.8Hz, 2H), 7.33 (s, 1H), 6.67 (t, 1H), 5.25 (s, 1H), 4.62 (t, J=5.6Hz, 1H), 3.87 (s, 3H).
 

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