2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

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Chemical Name:2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile
CAS No.:1421375-48-5
Molecular Formula:C₁₆H₁₆ClF₂N₃O
Molecular Weight:339.772
Hs Code.:

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Chemical Property of 2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

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Technology Process of 2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

There total 19 articles about 2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile 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:

: 627531-48-0
N-(3-chloro-4-cyano-2-methylphenyl)acetamide

: 1421375-48-5
2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogenchloride; water / ethanol / Reflux

2.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 3 h / Inert atmosphere; Heating

3.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

4.1: acetic acid / 3 h / 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

6.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

7.2: Reflux

8.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C

9.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 0 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

11.1: diethylamino-sulfur trifluoride / dichloromethane / 14 h / 0 - 20 °C

With hydrogenchloride; copper(l) iodide; tert.-butylnitrite; oxalyl dichloride; diethylamino-sulfur trifluoride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; isopropylmagnesium chloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetonitrile; mineral oil;

Reference yield:

: 573768-09-9
4-amino-2-chloro-3-methyl-benzonitrile

: 1421375-48-5
2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 3 h / Inert atmosphere; Heating

2.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: acetic acid / 3 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

5.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

6.2: Reflux

7.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C

8.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 0 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

10.1: diethylamino-sulfur trifluoride / dichloromethane / 14 h / 0 - 20 °C

With copper(l) iodide; tert.-butylnitrite; oxalyl dichloride; diethylamino-sulfur trifluoride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; mineral oil;

Reference yield:

: 757247-75-9
2-chloro-4-iodo-3-methylbenzonitrile

: 1421375-48-5
2-chloro-4-((3S,3aR,4R)-4-fluoro-3-(2-fluoroethoxy)-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: acetic acid / 3 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

5.2: Reflux

6.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C

7.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 0 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

9.1: diethylamino-sulfur trifluoride / dichloromethane / 14 h / 0 - 20 °C

With oxalyl dichloride; diethylamino-sulfur trifluoride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; mineral oil;