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Chemical Structure| 1619971-57-1 Chemical Structure| 1619971-57-1

Structure of 1619971-57-1

Chemical Structure| 1619971-57-1

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Product Details of [ 1619971-57-1 ]

CAS No. :1619971-57-1
Formula : C16H18N4
M.W : 266.34
SMILES Code : C1(NC2CC3=C(C=CC=C3)C2)=NC=C(CNCC4)C4=N1
MDL No. :MFCD30183456

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Application In Synthesis of [ 1619971-57-1 ]

* 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 [ 1619971-57-1 ]

[ 1619971-57-1 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 2338-18-3 ]
  • [ 1619971-57-1 ]
  • 2
  • [ 37718-11-9 ]
  • [ 1619971-57-1 ]
  • [2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-(1H-pyrazol-4-yl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
28% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25℃; for 18h; Preparation 7Synthesis of [2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-(lH- pyrazol-4-yl)methanone.Place <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> (700.7 mg, 5 mmoles ), N-indan-2-yl-5, 6,7,8- tetrahydropyrido[4,3-d]pyrimidin-2-amine (2.00 g, 7.51 mmoles), l-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.16 g, 11.26 mmoles), and 4-pyridinamine, N,N-dimethyl (45.9 mg, 0.3 mmoles) in a 250 mL round bottom flask and dissolve in dichloromethane (60 mL). Stir the reaction mixture for 18 hours at 25 °C. Quench the reaction with saturated sodium bicarbonate (50 mL) and extract two times with dichloromethane. Dry over sodium sulfate, filter and concentrate under reduced pressure. The residue is recrystallized from methanol/ethyl acetate to give the title compound (0.98 g, 28percent). LCMS (m/z): 361.2 (M+l).
  • 3
  • [ 1619971-57-1 ]
  • [ 1072-84-0 ]
  • 1H-imidazol-4-yl-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20℃; Preparation 34Synthesis of lH-imidazol-4-yl-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3- d]pyrimidin-6-yl]methanone.Stir a mixture N-indan-2-yl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (1.00 g; 1.00 equiv; 3.75 mmoles), lH-<strong>[1072-84-0]imidazole-4-carboxylic acid</strong> (0.46 g; 1.10 equiv; 4.10 mmoles), l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.79 g; 1.10 equiv; 4.12 mmoles), 1-hydroxybenzotriazole hydrate (0.63 g; 1.10 equiv; 4.11 mmoles), and triethylamine (1.6 mL; 3.1 equiv; 11.48 mmoles) in dimethylformamide (12.5 mL) at room temperature overnight. Partition the solution between ethyl acetate and 5percent lithium chloride solution and separate the layers, then further extract the aqueous layer with ethyl acetate. Dry the combined organic extracts over anhydrous sodium sulfate, filter, and concentrate under reduced pressure. Purify the crude residue by column chromatography (0 to 20percent methanol/ dichloromethane) to afford the title compound (0.842g; 62percent) as an off white solid. MS (m/z): 361 (M+H).
  • 4
  • [ 10601-99-7 ]
  • [ 1619971-57-1 ]
  • (3-ethynylphenyl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25℃; for 1h; Preparation 19Synthesis of (3-ethynylphenyl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3- d]pyrimidin-6-yl]methanone.Place <strong>[10601-99-7]3-ethynylbenzoic acid</strong> (259 mg, 1.78 mmoles), N-indan-2-yl-5, 6,7,8- tetrahydropyrido[4,3-d]pyrimidin-2-amine (430 mg, 1.78 mmoles), l-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (464 mg, 2.42 mmoles), and 4-pyridinamine, N,N-dimethyl (9.86 mg, 0.080 mmoles) in a round bottom flask and dissolve in dichloromethane (13 mL). Stir the reaction mixture for 1 hour at 25 C. Concentrate under reduced pressure. The residue is purified by normal phase chromatography using methanol/dichloromethane to give the title compound (0.64 g, 91%). LCMS (m/z): 395.2 (M+l).
  • 5
  • [ 10601-99-7 ]
  • [ 1619971-57-1 ]
  • [2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-[3-(1H-triazol-5-yl)phenyl]methanone [ No CAS ]
 

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