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Chemical Structure| 942948-37-0 Chemical Structure| 942948-37-0

Structure of 942948-37-0

Chemical Structure| 942948-37-0

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Product Details of [ 942948-37-0 ]

CAS No. :942948-37-0
Formula : C16H17BrClN5O2
M.W : 426.70
SMILES Code : NC1=NC=C(Br)C(N2CCN(CC3=CC=C(Cl)C=C3)CC2)=C1[N+]([O-])=O

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Application In Synthesis of [ 942948-37-0 ]

* 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 [ 942948-37-0 ]

[ 942948-37-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 942948-37-0 ]
  • [ 156866-52-3 ]
  • [ 1095381-44-4 ]
YieldReaction ConditionsOperation in experiment
44% With sodium dithionite; In ethanol; water; at 80℃; for 20h; Example 23 te/t-Butyl 4-(6-bromo-7-(4-(4-chlorobenzy|)piperazin-1-yl)-3H-imidazo[4,5-ib]pyridin-2- yl)benzyl carbamateTo a mixture of 5-bromo-4-[4-(4-chloro-benzyl)-piperazin-1-yl]-3-nitro-pyridin-2- ylamine (0.043 g, 0.10 mmol) and EtOH (6.0 ml_) was added te/t-butyl N-(4- formylbenzyl)carbamate (0.031 g, 0.13 mmol) followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.40 ml_, 0.40 mmol). The reaction mixture was stirred at 80 0C for 20 h, then allowed to cool to room temperature and concentrated in vacuo. The residue was absorbed on silica gel, the free-running powder was placed on a 10 g isolute silica column, and elution with a gradient of methanol (0 to 2percent) in ethyl acetate / dichloromethane (v:v; 1 :1) afforded the title compound as a pale yellow solid (0.027 g, 44percent). 1H-NMR (500 MHz, DMSO-d6) 1.41 (s, 9H, OC(CHs)3), 2.60 (br s, 4H) and 3.65 (br s, 4H) (2 x piperazine N(CH2J2), 3.56 (s, 2H, NCAV2-C6H4CI), 4.18 (d, J = 5.5 Hz, 2H, C6H4CH2), 7.41 (m, 7H, C6H4CI, 2,6-C6H4, and CONH), 8.14 (d, J = 8.2 Hz, 2H) (3,5-C6H4), 8.23 (s, 1 H, imidazo[4,5-6]pyridine 5-H), 13.45 (br s, 1 H, imidazo[4,5-<b]pyridine N-H);LC (Method B) - MS (ESI, m/z): Rt = 4.17 min - 611 , 613, 615 [(M+H)+, BrCI isotopic pattern].
  • 2
  • [ 82413-63-6 ]
  • [ 942948-37-0 ]
  • [ 942949-19-1 ]
YieldReaction ConditionsOperation in experiment
3% With sodium dithionite; In ethanol; dichloromethane; water; at 70℃; for 9h; To a mixture of 5-bromo-4-[4-(4-chloro-benzyl)-piperazin-1-yl]-3-nitro-pyridin-2-ylamine (0.064 g, 0.15 mmol) and EtOH (6.5 ml) was added <strong>[82413-63-6]4-morpholin-4-ylmethyl-benzaldehyde</strong> (0.038 g, 0.18 mmol) followed by a freshly prepared aqueous solution of Na2S2O4 (1M; 0.60 ml, 0.60 mmol). The reaction mixture was stirred at 70 C. for 9 h, then allowed to cool to room temperature and concentrated in vacuo. The residue was absorbed on silica gel, the free-running powder was placed on a 10 g isolute silica column and elution with a gradient of methanol (0 to 9%) in ethyl acetate/dichloromethane (v:v; 1:1) afforded a yellow solid. The title compound was obtained as a pale yellow solid after trituration with diethyl ether (0.003 g, 3%). 1H-NMR (500 MHz, DMSO-d6) 2.38 (br s, 4H) and 3.59 (t, J=4.5 Hz, 4H) (morpholine N(CH2)2 and morpholine O(CH2)2), 2.61 (br s, 4H, piperazine N(CH2)2), 3.66 (br s, 4H, piperazine N(CH2)2), 3.54 (s, 2H) and 3.57 (s, 2H) (NCH2-C6H4Cl and C6H4CH2), 7.41 (m, 4H, C6H4Cl), 7.47 (d, J=8.2 Hz, 2H) and 8.14 (d, J=8.2 Hz, 2H) (3,5-C6H4 and 2,6-C6H4), 8.23 (s, 1H, imidazo[4,5-b]pyridine 5-H), 13.48 (br s, 1H, imidazo[4,5-b]pyridine N-H);LC (Method B)-MS (ESI, m/z): Rt=2.41 min-581, 583, 585 [(M+H)+, BrCl isotopic pattern]. ESI-HRMS: Found: 581.1442, calculated for C28H31BrClN6O (M+H)+: 581.1431.
  • 3
  • [ 942948-37-0 ]
  • [ 156866-52-3 ]
  • [ 1095381-46-6 ]
 

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