tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

Base Information

Chemical Name:tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate
CAS No.:406212-54-2
Molecular Formula:C₂₂H₂₆N₄O₃
Molecular Weight:394.473
Hs Code.:

Synonyms:tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

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Chemical Property of tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

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Technology Process of tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

There total 6 articles about tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate 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: 89.0%

: 406212-53-1
tert-butyl 3-{2-amino-6-[2-(benzyloxy)phenyl]-3-cyano-4-pyridinyl}-1-piperidinecarboxylate

: 406212-54-2
tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; at 20 ℃; for 24h; under 2280 Torr;
DOI:10.1016/j.bmcl.2004.05.040

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 406212-54-2
tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / aq. NaOH / dioxane / 12 h / 20 °C

2: 100 percent / PyBOP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: LiAlH₄ / tetrahydrofuran / 0.5 h / -15 °C

4: 34 percent / NH₄OAc / toluene / 2 h / 150 °C

5: 89 percent / H₂ / Pd/C / ethyl acetate; tetrahydrofuran / 24 h / 20 °C / 2280 Torr

With sodium hydroxide; lithium aluminium tetrahydride; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.bmcl.2004.05.040

Reference yield:

: 71381-75-4,88495-54-9,84358-12-3
N-(tert-butyloxycarbonyl)nipecotic acid

: 406212-54-2
tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / PyBOP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / 0.5 h / -15 °C

3: 34 percent / NH₄OAc / toluene / 2 h / 150 °C

4: 89 percent / H₂ / Pd/C / ethyl acetate; tetrahydrofuran / 24 h / 20 °C / 2280 Torr

With lithium aluminium tetrahydride; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.bmcl.2004.05.040