tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate
CAS No.:912369-00-7
Molecular Formula:C₂₄H₂₅N₃O₃S
Molecular Weight:435.547
Hs Code.:

Synonyms:tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

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Chemical Property of tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

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Technology Process of tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

There total 13 articles about tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-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:

: 912368-99-1
tert-butyl (3S)-3-[(2-bromo-7-cyanothieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

: 98-80-6
phenylboronic acid

: 912369-00-7
tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 80 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01490

Reference yield:

: 20893-30-5
2-cyanomethylthiophene

: 912369-00-7
tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / methanol / 2 h / Heating / reflux

2.1: oxalyl dichloride / dichloromethane / 1 h / 20 °C

3.1: sodium azide / 1,4-dioxane; water / 1.5 - 2.5 h / 0 - 20 °C

4.1: tributyl-amine / diphenylether; dichloromethane / 2.17 h / 210 °C

5.1: N-Bromosuccinimide; acetic acid / N,N-dimethyl-formamide / 12 h / 80 °C

6.1: trichlorophosphate / Heating / reflux

7.1: sodium hydride / tetrahydrofuran / 0.25 h

7.2: 1 h / 20 °C

8.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 80 °C

With N-Bromosuccinimide; sodium azide; oxalyl dichloride; tributyl-amine; sodium hydride; potassium carbonate; caesium carbonate; acetic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; diphenylether; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 912368-68-4
(2Z)-3-cyano-3-(2-thienyl)acryloyl chloride

: 912369-00-7
tert-butyl (3S)-3-[(7-cyano-2-phenylthieno[3,2-c]pyridin-4-yl)oxy]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide / 1,4-dioxane; water / 1.5 - 2.5 h / 0 - 20 °C

2.1: tributyl-amine / diphenylether; dichloromethane / 2.17 h / 210 °C

3.1: N-Bromosuccinimide; acetic acid / N,N-dimethyl-formamide / 12 h / 80 °C

4.1: trichlorophosphate / Heating / reflux

5.1: sodium hydride / tetrahydrofuran / 0.25 h

5.2: 1 h / 20 °C

6.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 80 °C

With N-Bromosuccinimide; sodium azide; tributyl-amine; sodium hydride; caesium carbonate; acetic acid; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; diphenylether; dichloromethane; water; N,N-dimethyl-formamide;