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Chemical Structure| 1263420-00-3 Chemical Structure| 1263420-00-3

Structure of 1263420-00-3

Chemical Structure| 1263420-00-3

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Product Details of [ 1263420-00-3 ]

CAS No. :1263420-00-3
Formula : C8H4ClN3
M.W : 177.59
SMILES Code : N#CC1=C(Cl)C2=CC=CN2N=C1
MDL No. :MFCD28053422

Safety of [ 1263420-00-3 ]

Application In Synthesis of [ 1263420-00-3 ]

* 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 [ 1263420-00-3 ]

[ 1263420-00-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 88675-24-5 ]
  • [ 1263420-00-3 ]
  • [ 1263419-57-3 ]
YieldReaction ConditionsOperation in experiment
91% With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; To a solution of 4-chloropyrrolo[l,2-b]pyridazine-3-carbonitrile (15g) (0.15 g, 0.84 mmol) in DMF (2 mL) was added at room temperature tetrahydrofuran-3-amine (53a) (0.22 mgs, 2.52 mmol), DIPEA (0.87 mL, 5 mmol) and stirred at room temperature overnight. The reaction was quenched with water (10 mL) and extracted with ethyl acetate (10 mL). The aqueous layer was separated and extracted with ethyl acetate (2 x 10 mL). The organic layers were combined washed with water (2 x 10 ml), brine (10 mL), dried, filtered and concentrated in vacuum. The residue obtained was purified by flash column chromatography (silica gel 12g, eluting with 0-100% ethyl acetate in hexanes) to furnish 4-(tetrahydrofuran-3- ylamino)pyrrolo[l,2-b]pyridazine-3-carbonitrile (53b) (0.175 g, 91%) as a tan solid; 1H NMR (300 MHz, DMSO) d 7.95 (s, IH), 7.89 (d, J = 7.0, IH), 7.71 (dd, J = 1.6, 2.6, IH), 7.24 (dd, J = 1.6, 4.5, IH), 6.69 (dd, J = 2.7, 4.4, IH), 4.86 (dt, J = 3.6, 11.1, IH), 4.01 - 3.83 (m, 3H), 3.76 (td, J = 5.8, 8.3, IH), 2.39 - 2.23 (m, IH), 2.15 (m, IH); IR (KBr) 2194 cm-1; MS (ES-) 227.0(M-I) 262.9 (M+Cl); Analysis: Calcd for C12H12N4O? 0.25 H2O: C, 61.92; H, 5.41; N, 24.07; Found: C, 62.05; H, 5.23; N, 24.01.
  • 2
  • [ 1263420-00-3 ]
  • [ 79389-41-6 ]
  • [ 1263419-13-1 ]
  • 3
  • [ 1263420-00-3 ]
  • [ 79389-41-6 ]
  • [ 1263420-10-5 ]
YieldReaction ConditionsOperation in experiment
92% With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 15h; To a solution of 4-chloropyrrolo[l,2-b]pyridazine-3-carbonitrile (15g) (80 mg, 0.45 mmol) in DMF (10 mL) was added (lR,2S)-2-methylcyclohexanamine Hydrochloride (2Oe) (180 mg, 1.20 mmol), triethylamine (0.51 mL, 3.66 mmol) and stirred at room temperature for 15 h. The reaction mixture was diluted with EtOAc (100 mL), washed with water (2 x 50 mL), brine (50 mL), dried over MgSO4, filtrated and the concentrated in vacuum. The residue was purified by flash column chromatography [silica gel, 30 g eluting with hexanes/ethyl acetate, 1 :0 to 6:1 (Rf = 0.46 hexanes/ethyl acetate = 6:1)] to afford 4-((lR,2S)-2- methylcyclohexylamino)pyrrolo[l,2-b]pyridazine-3-carboxamide (18f) (0.105 g, 92%) as a light green oil; 1U NMR (300 MHz, DMSO-^6): δ 7.90 (s, IH), 7.70 (dd, J= 1.6, 2.6 Hz, IH), 7.34 (s, IH), 7.32 (dd, J= 1.6, 4.5 Hz, IH), 6.68 (dd, J= 2.7, 4.4 Hz, IH), 4.46-4.33 (m, IH), 2.32-2.19 (m, IH), 1.88 - 1.33 (m, 8H), 0.91 (d, J= 7.1 Hz, 3H); MS (ES"): 253.0 (M-I).
 

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