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Chemical Structure| 72299-67-3 Chemical Structure| 72299-67-3

Structure of 72299-67-3

Chemical Structure| 72299-67-3

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Product Details of [ 72299-67-3 ]

CAS No. :72299-67-3
Formula : C9H12N2
M.W : 148.21
SMILES Code : NC1=CC2=C(CNCC2)C=C1
MDL No. :MFCD04114859

Safety of [ 72299-67-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 72299-67-3 ]

* 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 [ 72299-67-3 ]

[ 72299-67-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 23687-26-5 ]
  • [ 164148-92-9 ]
  • 3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone [ No CAS ]
  • [ 72299-67-3 ]
YieldReaction ConditionsOperation in experiment
Prepared from 3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone and 1.1 equivalents of an oily mixture of 2-Boc-6-amino-1,2,3,4-tetrahydro-isoquinoline [prepared from <strong>[23687-26-5]6-amino-isoquinoline</strong>, melting point 218-220° C., by catalytic hydrogenation to obtain 6-amino-1,2,3,4-tetrahydro-isoquinoline (melting point: 69-71° C.) and subsequent reaction with 0.9 equivalents of di-tert.butyl pyrocarbonate (=(Boc)2 O)] in DMF by heating to 100° C. for 3.5 hours, pouring into water, filtering and washing the precipitate with water and EtOH.
  • 2
  • [ 72299-68-4 ]
  • [ 444731-75-3 ]
  • [ 72299-67-3 ]
  • N4-(2,3-dimethyl-2H-indazol-6-yl)-N4-methyl-N2-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidine-2,4-diamine hydrochloride [ No CAS ]
  • N4-(2,3-dimethyl-2H-indazol-6-yl)-N4-methyl-N2-(1,2,3,4-tetrahydroisoquinolin-6-yl)pyrimidine-2,4-diamine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In water; isopropyl alcohol;Heating / reflux; To a solution of <strong>[444731-75-3]N-(2-chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine</strong> (0.58g, 2 mmol, 1 equiv) and a mixture of l,2,3,4-tetrahydroisoquinolin-7-amine and 1,2,3,4- tetrahydroisoquinolin-6-amine (0.3g; 2 mmol, 1 equiv) in isopropanol (17ml) was added 12 drops of concentrated HCl. The reaction mixture was re fluxed overnight, then cooled down to room temperature and diluted with diethyl ether (18ml). The precipitate was filtered and washed with diethyl ether. The resulting solid was purified by column chromatography using DCM/MeOH:95/5 as eluent to give a white solid. After tritutation with petrol then DCM, the title mixture of isomers was filtered as an hydrochloride salt (0.06Og, 7.5% yield). 1H NMR (d6-DMSO, 400 MHz) delta= 9.04 (m, I H), 7.79 (m, IH), 7.69 (d, IH, J = 9 Hz, IH), 7.51 (m, IH), 7.36 (m, 2H), 6.90 (d, J = 10.0 Hz, IH), 6.82 (d, J = 9.0 Hz, IH), 5.91 (m, I H), 4.0 (s, 3H), 3.66 (s, IH), 3.4 (s, 3H), 3.11 (m. 2H), 3.0 (m, 2H), 2.66 (m, 2H), 2.57 (m, 3H).
  • 3
  • [ 23687-26-5 ]
  • [ 72299-67-3 ]
 

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