(2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Base Information

• Chemical Name: (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
• CAS No.: 1575610-09-1
• Molecular Formula: C₂₃H₂₂F₂N₆OS
• Molecular Weight: 468.53
• Mol file: 1575610-09-1.mol

Synonyms:(2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Chemical Property of (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

There total 5 articles about (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 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: 53.6%

(2R, 3R)-3-(2-bromo-4, 5-dihydrothieno[2, 3-c]pyridin-6(7H)-yl)-2-(2, 4-difluorophenyl)-1-(1H-1, 2, 4-triazol-1-yl)butan-2-ol (1575610-02-4) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (321724-19-0) → (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (1575610-09-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 80 ℃; for 10h; Inert atmosphere;

DOI:10.1021/jm4016284

Reference yield:

6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydro-6H-thieno[2,3-c]pyridine (165947-52-4) → (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (1575610-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine / chloroform / 12 h / 20 °C / Inert atmosphere

2: lithium perchlorate / acetonitrile / 24 h / 80 °C

3: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 10 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; lithium perchlorate; caesium carbonate; In 1,4-dioxane; chloroform; water; acetonitrile;

DOI:10.1021/jm4016284

Reference yield:

N-tert-butoxycarbonyl-2-(3-thienyl)ethylamine (179061-06-4) → (2R,3R)-2-(2,4-difluorophenyl)-3-(2-(pyrimidin-5-yl)-4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (1575610-09-1)

Guidance literature:

Multi-step reaction with 4 steps

1: p-toluenesulfonic acid monohydrate / toluene / 2 h / Reflux

2: bromine / chloroform / 12 h / 20 °C / Inert atmosphere

3: lithium perchlorate / acetonitrile / 24 h / 80 °C

4: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 10 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; p-toluenesulfonic acid monohydrate; bromine; lithium perchlorate; caesium carbonate; In 1,4-dioxane; chloroform; water; toluene; acetonitrile;

DOI:10.1021/jm4016284

upstream raw materials:

N-tert-butoxycarbonyl-2-(3-thienyl)ethylamine

6-(tert-butoxycarbonyl)-4,5,6,7-tetrahydro-6H-thieno[2,3-c]pyridine

2-bromo-4,5,6,7-tetrahydrothieno[2,3-c]pyridine hydrobromide

(2R, 3R)-3-(2-bromo-4, 5-dihydrothieno[2, 3-c]pyridin-6(7H)-yl)-2-(2, 4-difluorophenyl)-1-(1H-1, 2, 4-triazol-1-yl)butan-2-ol