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Chemical Structure| 111373-03-6 Chemical Structure| 111373-03-6

Structure of 111373-03-6

Chemical Structure| 111373-03-6

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Product Details of [ 111373-03-6 ]

CAS No. :111373-03-6
Formula : C11H13N3
M.W : 187.24
SMILES Code : N#CC1=C(C=CC=C1)N1CCNCC1
MDL No. :MFCD00040793
InChI Key :FRICBZWJFIRJOB-UHFFFAOYSA-N
Pubchem ID :2735875

Safety of [ 111373-03-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H319
Precautionary Statements:P305+P351+P338
Class:3
UN#:1993
Packing Group:

Application In Synthesis of [ 111373-03-6 ]

* 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 [ 111373-03-6 ]

[ 111373-03-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 111373-03-6 ]
  • [ 167298-40-0 ]
  • {(1S,3R)-3-[4-(2-Cyano-phenyl)-piperazin-1-yl]-cyclopentyl}-carbamic acid tert-butyl ester [ No CAS ]
  • {(1S,3S)-3-[4-(2-Cyano-phenyl)-piperazin-1-yl]-cyclopentyl}-carbamic acid tert-butyl ester [ No CAS ]
  • 2
  • [ 111373-03-6 ]
  • [ 174855-57-3 ]
  • 3
  • [ 67442-07-3 ]
  • [ 111373-03-6 ]
  • 2-{4-[2-(N-methoxy-N-methylamino)-2-oxoethyl]piperazin-1-yl}benzonitrile [ No CAS ]
  • 4
  • [ 313346-23-5 ]
  • [ 111373-03-6 ]
  • 5-(4-(2-cyanophenyl)piperazin-1-ylsulfonyl)-2,4-dimethylbenzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With triethylamine; In dichloromethane; at 25℃; for 2.0h; Et3N (202 mg, 2.0 mmol) was added to a solution of 5-(chlorosulfonyl)-2,4- dimethylbenzoic acid (250 mg, 1.0 mmol) and 2-(piperazin-1-yl)benzonitrile (187 mg, 1.0 mmol) in DCM (15 ml). The mixture was stirred at 25 C for 2 h, then the mixture was washed with water (15 mL) and concentrated to obtain the crude product. The crude product was purified by chromatography (silica, DCMIMeOH = 15/1) to afford 5 -(4-(2-cyanophenyl)piperazin- 1- ylsulfonyl)-2,4-dimethylbenzoic acid (220 mg, 0.55 mmol, 88%) as a yellow solid. ESI-MS (EI+, m/z): 400.2[M+H]t
  • 5
  • [ 167300-06-3 ]
  • [ 111373-03-6 ]
  • C21H21N3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
44% With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 4h; 3-(Methoxycarbonyl)-4-methylbenzoic acid jlntermediate 36J (247 mg, 1.27 mmol),2-(piperazin-1-yl)benzonitrile [Amine 72] (234.97 pi, 1.4 mmol) and HATU (580.38 mg, 1.53mmol) were suspended in DMF (5 ml) then the reaction was stirred at ambient temperature for 3hours. Further HATU (100 mg, 0.26 mmol) was added and the reaction was stirred for a further 1hour. The reaction was then partitioned between 4:1 EtOAC / heptane (30 ml) and water (30 ml)then the organic layer was separated, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified via flash chromatography using gradients from heptane to EtOAc followed by EtOAc to methanol to yield the title compound as a white powder (285 mg, 44%).LCMS Method 2 - Tr = 1.12 mm (ES+) (M+Ffb) 364.1
 

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