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[ CAS No. 114474-28-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 114474-28-1
Chemical Structure| 114474-28-1
Structure of 114474-28-1 *Storage: {[proInfo.prStorage]}

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Product Details of [ 114474-28-1 ]

CAS No. :114474-28-1MDL No. :MFCD11932600
Formula : C9H9N3 Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :159.19Pubchem ID :13977013
Synonyms :

Computed Properties of [ 114474-28-1 ]

TPSA : 54.7 H-Bond Acceptor Count : 2
XLogP3 : 1.2 H-Bond Donor Count : 2
SP3 : 0.00 Rotatable Bond Count : 1

Safety of [ 114474-28-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 114474-28-1 ]

  • Upstream synthesis route of [ 114474-28-1 ]
  • Downstream synthetic route of [ 114474-28-1 ]

[ 114474-28-1 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 114474-26-9 ]
  • [ 114474-28-1 ]
YieldReaction ConditionsOperation in experiment
94% at 20℃; To a suspension of 4-(4-Nitrophenyl)-1H-pyrazole (8.3 g, 43.88 mmol) in MeOH/DME (2:1 v/v) was added 10percent Pd/C (wet, 415 mg). The reaction flask was purged with vacuum then filled with H2 from a balloon. This was done a total of 3 times. The reaction mixture was stirred at rt and checked by LC-MS for formation of the amine. After stirring for 2.5 at rt, LC-MS and tlc showed that there is a minor amount of SM in the reaction. An additional amount of catalyst (200 mg) was added to the reaction mixture and the reaction vessel was filled with H2 as before. The reaction was checked after 2h for disappearance of the remaining SM. At this time, the reaction was complete. The mixture was filtered on Celite and the Celite was washed with MeOH. The solvent was removed in vacuo to give 6.59 g (94percent) of a yellow solid. ‘H NIVIR (400 MHz, DMSO-d6) ö 12.68 (b, 1H), 7.80 (s, 2H), 7.23 (d, J = 8.0 Hz, 2H), 6.54 (d, J = 8.0 Hz, 2H), 4.97 (s, 2H). MS (ES+) m/e 160 (M+H)+.
94% With palladium 10% on activated carbon; hydrogen In methanol; 1,2-dimethoxyethane at 20℃; for 2.00 h; [0092] To a suspension of 4-(4-Nitrophenyl)-lH-pyrazole (8.3 g, 43.88 mmol) in MeOH/DME (2: 1 v/v) was added 10percent Pd/C (wet, 415 mg). The reaction flask was purged with vacuum then filled with from a balloon. This was done a total of 3 times. The reaction mixture was stirred at rt and checked by LC-MS for formation of the amine. After stirring for 2.5 at rt, LC-MS and tic showed that there is a minor amount of SM in the reaction. An additional amount of catalyst (200 mg) was added to the reaction mixture and the reaction vessel was filled with as before. The reaction was checked after 2h for disappearance of the remaining SM. At this time, the reaction was complete. The mixture was filtered on Celite and the Celite was washed with MeOH. The solvent was removed in vacuo to give 6.59 g (94percent) of a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 12.68 (b, 1H), 7.80 (s, 2H), 7.23 (d, J = 8.0 Hz, 2H), 6.54 (d, J = 8.0 Hz, 2H), 4.97 (s, 2H). MS (ES+) m/e 160 (M+H)+.
Reference: [1] Patent: WO2016/210331, 2016, A1. Location in patent: Paragraph 0087; 0088
[2] Patent: WO2016/210330, 2016, A1. Location in patent: Paragraph 0091-0092
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 616 - 619
  • 2
  • [ 104-03-0 ]
  • [ 114474-28-1 ]
Reference: [1] Patent: WO2016/210331, 2016, A1
[2] Patent: WO2016/210330, 2016, A1
  • 3
  • [ 676605-99-5 ]
  • [ 114474-28-1 ]
Reference: [1] Patent: WO2016/210331, 2016, A1
[2] Patent: WO2016/210330, 2016, A1
  • 4
  • [ 93072-94-7 ]
  • [ 114474-28-1 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 616 - 619
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