cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

Base Information

Chemical Name:cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile
CAS No.:1607590-02-2
Molecular Formula:C₁₇H₁₈N₄OS
Molecular Weight:326.422
Hs Code.:

Synonyms:cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

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Chemical Property of cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

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Technology Process of cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

There total 7 articles about cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile 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: 2.9%

: 598-81-2
(R)-lactamide

: 1607590-05-5
cis-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexanecarbonitrile

: 1607590-02-2
cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

Guidance literature:: (R)-lactamide; cis-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexanecarbonitrile; With triethyloxonium fluoroborate; In tetrahydrofuran; for 1h;

cis-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexanecarbonitrile; In tetrahydrofuran; ethanol; Reflux;

Reference yield:

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

: 1607590-02-2
cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

Guidance literature:: Multi-step reaction with 7 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: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

5.1: sodium cyanide / dimethyl sulfoxide / 6 h / 90 °C

6.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C

7.1: triethyloxonium fluoroborate / tetrahydrofuran / 1 h

7.2: Reflux

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

Reference yield:

: 110651-92-8
7-chloro-6-nitrothieno[3,2-b]pyridine

: 1607590-02-2
cis-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexanecarbonitrile

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

3.1: sodium cyanide / dimethyl sulfoxide / 6 h / 90 °C

4.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C

5.1: triethyloxonium fluoroborate / tetrahydrofuran / 1 h

5.2: Reflux

With sodium cyanide; palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;