3-Pyridinecarboxamide, 5,5'-[1,4-phenylenebis(methylene)]bis[N-[(1R,2R)-2-aminocyclohexyl]-

Base Information

Chemical Name:3-Pyridinecarboxamide, 5,5'-[1,4-phenylenebis(methylene)]bis[N-[(1R,2R)-2-aminocyclohexyl]-
CAS No.:599206-14-1
Molecular Formula:C32H40N6O2
Molecular Weight:540.709
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-Pyridinecarboxamide, 5,5'-[1,4-phenylenebis(methylene)]bis[N-[(1R,2R)-2-aminocyclohexyl]-

Chemical Property:

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Technology Process of 3-Pyridinecarboxamide, 5,5'-[1,4-phenylenebis(methylene)]bis[N-[(1R,2R)-2-aminocyclohexyl]-

There total 8 articles about 3-Pyridinecarboxamide, 5,5'-[1,4-phenylenebis(methylene)]bis[N-[(1R,2R)-2-aminocyclohexyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

: 599206-08-3
C₂₀H₁₆N₂O₄

: 599206-14-1
C₃₂H₄₀N₆O₂

Guidance literature:: With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0040-4020(03)00626-4

Reference yield:

: 20826-04-4
5-bromo-3-pyridinecarboxylic acid

: 599206-14-1
C₃₂H₄₀N₆O₂

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / toluene / 1.5 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / -78 °C

3: imidazole / dimethylformamide / 24 h / 20 °C

4: 65 percent / nBuLi / hexane; tetrahydrofuran / 6 h / -100 - 20 °C

5: 84 percent / Bu₄NF / tetrahydrofuran / 9 h / -20 °C

6: 95 percent / Na₂CO₃; KMnO₄ / H₂O / 4 h / 20 °C

7: 94 percent / hydrazine hydrate; KOH / ethane-1,2-diol / 2.25 h / Heating

8: 64 percent / TBTU; HOBt / dimethylformamide / 20 °C

With 1H-imidazole; potassium hydroxide; potassium permanganate; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; sodium carbonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; triethylamine; In tetrahydrofuran; hexane; water; ethylene glycol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(03)00626-4

Reference yield:

: 37669-64-0
(5-bromopyridin-3-yl)methanol

: 599206-14-1
C₃₂H₄₀N₆O₂

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 24 h / 20 °C

2: 65 percent / nBuLi / hexane; tetrahydrofuran / 6 h / -100 - 20 °C

3: 84 percent / Bu₄NF / tetrahydrofuran / 9 h / -20 °C

4: 95 percent / Na₂CO₃; KMnO₄ / H₂O / 4 h / 20 °C

5: 94 percent / hydrazine hydrate; KOH / ethane-1,2-diol / 2.25 h / Heating

6: 64 percent / TBTU; HOBt / dimethylformamide / 20 °C

With 1H-imidazole; potassium hydroxide; potassium permanganate; n-butyllithium; tetrabutyl ammonium fluoride; sodium carbonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; In tetrahydrofuran; hexane; water; ethylene glycol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00626-4