tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate
CAS No.:1607590-74-8
Molecular Formula:C₂₄H₂₉N₅O₂S
Molecular Weight:451.593
Hs Code.:

Synonyms:tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

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Chemical Property of tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

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Technology Process of tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

There total 11 articles about tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate 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:

: 69627-02-7,107818-20-2
thieno[3,2-b]pyridin-7-ol

: 1607590-74-8
tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrabutylammonium nitrate / dichloromethane / -5 °C

1.2: -5 - 20 °C

2.1: trichlorophosphate / 1 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 2 h / 90 °C

4.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C

5.1: triethyloxonium fluoroborate / tetrahydrofuran / 1 h / 20 °C

5.2: 2 h / Reflux

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; tetrabutylammonium nitrate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;

Reference yield:

: 1607589-86-5
{trans-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}acetonitrile

: 486415-29-6
tert-butyl 3-(aminocarbonyl)azetidine-1-carboxylate

: 1607590-74-8
tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

Guidance literature:: tert-butyl 3-(aminocarbonyl)azetidine-1-carboxylate; With triethyloxonium fluoroborate; In tetrahydrofuran; at 20 ℃; for 1h;

{trans-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}acetonitrile; In tetrahydrofuran; for 2h; Reflux;

Reference yield:

: 104515-05-1,905735-40-2
6-nitrothieno[3,2-b]pyridin-7-ol

: 1607590-74-8
tert-butyl 3-{1-[trans-4-(cyanomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trichlorophosphate / 1 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 2 h / 90 °C

3.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C

4.1: triethyloxonium fluoroborate / tetrahydrofuran / 1 h / 20 °C

4.2: 2 h / Reflux

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol; isopropyl alcohol;