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Pharmaceutical Intermediate
Antidementia Agents
Flortaucipir F 18
7-(6-Nitropyridin-3-yl)-5H-pyrido[4,3-b]indole
Pharmaceutical Intermediate
Antidementia Agents
Flortaucipir F 18

[ CAS No. 1415379-89-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1415379-89-3
Chemical Structure| 1415379-89-3
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Quality Control of [ 1415379-89-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
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Product Details of [ 1415379-89-3 ]

CAS No. :1415379-89-3 MDL No. :
Formula : C16H10N4O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 290.28 Pubchem ID :-
Synonyms :

Safety of [ 1415379-89-3 ]

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Precautionary Statements: UN#:
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Application In Synthesis of [ 1415379-89-3 ]

* 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 [ 1415379-89-3 ]

[ 1415379-89-3 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 89364-04-5 ]
  • [ 1415379-89-3 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
[2]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
[3]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
[4]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
  • 2
  • [ 24424-99-5 ]
  • [ 1415379-89-3 ]
  • [ 1533432-50-6 ]
YieldReaction ConditionsOperation in experiment
85% With dmap; In dichloromethane; at 20.0℃; for 8.0h;Inert atmosphere; Di-tert-butyl-dicarbonate ((Boc)2O, 105mg, 0.48mmol) was added to a mixture of DMAP (44mg, 0.36mmol) and compound 5 (87mg, 0.3mmol) in dichloromethane (50mL) at rt. The resulting reaction mixture was stirred for 8h and then was concentrated. The residue was purified by silica gel chromatography using an eluent (2:98 MeOH/CH2Cl2) to afford a yellow solid product 6 (100mg, 85%). Rf=0.77 (1:12 MeOH/CH2Cl2), mp >300C. 1H NMR (CDCl3): δ 1.80 (s, 9H, 3×CH3), 7.70 (dd, J=1.5, 8.0Hz, 1H, Ar-H), 8.14 (d, J=5.5Hz, 1H, Ar-H), 8.22 (d, J=8.5Hz, 1H, Ar-H), 8.32 (dd, J=2.5, 8.5Hz, 1H, Ar-H), 8.39 (dd, J=0.5, 8.5Hz, 1H, Ar-H), 8.69 (d, J=6.0Hz, 1H, Ar-H), 8.70 (s, 1H, Ar-H), 8.97 (dd, J=0.5, 2.0Hz, 1H, Ar-H), 9.34 (s, 1H, Ar-H). MS (ESI): 391 ([M+H]+, 100%). MS (ESI): 413 ([M+Na]+, 20%).
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
  • 3
  • [ 1015460-59-9 ]
  • [ 1415379-89-3 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
[2]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
  • 4
  • [ 1015460-59-9 ]
  • trimethyl-(6-nitro-3-pyridyl)stannane [ No CAS ]
  • [ 1415379-89-3 ]
YieldReaction ConditionsOperation in experiment
26% With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 100℃; for 20h;Inert atmosphere; Method B (from 4): A mixture of compound 2 (99mg, 0.4mmol), 4 (184mg, 0.64mmol), Pd(PPh3)4 (46mg, 0.04mmol), and Cs2CO3 (391mg, 1.2mmol) in 1,4-dioxane (100mL) was stirred at 100C under N2 atmosphere for 20h. After cooling to RT, the volatiles were removed under reduced pressure. The residue was purified by silica gel chromatography using an eluent (3:97 MeOH/CH2Cl2) to obtain a yellow solid product 5 (30mg, 26%). Analytical data was identical with Method A.
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
  • 5
  • [ 1015460-59-9 ]
  • 2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine [ No CAS ]
  • [ 1415379-89-3 ]
YieldReaction ConditionsOperation in experiment
7% With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 100℃; for 20h;Inert atmosphere; Method A: A mixture of compound 2 (99mg, 0.4mmol), 2-nitro-5-pyridineboronic acid pinacol ester (160mg, 0.64mmol), Pd(PPh3)4 (46mg, 0.04mmol), and Cs2CO3 (391mg, 1.2mmol) in 1,4-dioxane (100mL) was stirred at 100C under N2 atmosphere for 20h. After cooling to RT, the volatiles were removed under reduced pressure. The residue was purified by silica gel chromatography using an eluent (3:97 MeOH/CH2Cl2) to afford a yellow solid product 5 (8mg, 7%). Rf=0.32 (1:12 MeOH/CH2Cl2), mp >300C. 1H NMR (DMSO-d6): delta 7.52 (d, J=5.5Hz, 1H, Ar-H), 7.76 (dd, J=1.5, 8.0Hz, 1H, Ar-H), 7.98-8.04 (m, 1H, Ar-H), 8.42-8.47 (m, 3H, Ar-H), 8.61 (dd, J=2.5, 8.5Hz, 1H, Ar-H), 9.12 (d, J=2.0Hz, 1H, Ar-H), 9.42 (s, 1H, Ar-H), 11.96 (s, 1H, NH). MS (ESI): 291 ([M+H]+, 100%). MS (ESI): 289 ([M-H]-, 40%).
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
  • 6
  • tert-butyl 7-bromo-5H-pyrido[4,3-b]indole-5-carboxylate [ No CAS ]
  • trimethyl-(6-nitro-3-pyridyl)stannane [ No CAS ]
  • [ 1415379-89-3 ]
  • [ 1533432-50-6 ]
YieldReaction ConditionsOperation in experiment
16%; 32% With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 100.0℃; for 20.0h;Inert atmosphere; General procedure: These two compounds were synthesized from compound 7 and 2-nitro-5-pyridineboronic acid pinacol ester or compound 4 according to the procedure previously described for the synthesis of compound 5. From 2-nitro-5-pyridineboronic acid pinacol ester, yield (5, 10% and 6, 15%); from 4, yield (5, 16% and 6, 32%). Analytical data was identical with that previously described.
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957
  • 7
  • tert-butyl 7-bromo-5H-pyrido[4,3-b]indole-5-carboxylate [ No CAS ]
  • 2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine [ No CAS ]
  • [ 1415379-89-3 ]
  • [ 1533432-50-6 ]
YieldReaction ConditionsOperation in experiment
10%; 15% With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In 1,4-dioxane; at 100.0℃; for 20.0h;Inert atmosphere; General procedure: These two compounds were synthesized from compound 7 and 2-nitro-5-pyridineboronic acid pinacol ester or compound 4 according to the procedure previously described for the synthesis of compound 5. From 2-nitro-5-pyridineboronic acid pinacol ester, yield (5, 10% and 6, 15%); from 4, yield (5, 16% and 6, 32%). Analytical data was identical with that previously described.
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 2953 - 2957

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