2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

Base Information

Chemical Name:2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile
CAS No.:1030898-85-1
Molecular Formula:C₁₄H₁₇FN₂O
Molecular Weight:248.3
Hs Code.:

Synonyms:2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

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Chemical Property of 2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

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Technology Process of 2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

There total 3 articles about 2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-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: 57.0%

: 847502-87-8
2,4-difluoro-3-methylbenzonitrile

: (2S,3S)-2,3-dimethylpyrrolidin-3-ol oxalic acid salt

: 1030898-85-1
2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

Guidance literature:: With lithium carbonate; In dimethyl sulfoxide; at 70 - 80 ℃; for 18h;
DOI:10.1016/j.bmcl.2017.03.038

Reference yield:

: 1030899-58-1
benzyl(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidine-1-carboxylate

: 1030898-85-1
2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 20 °C

2: lithium carbonate / dimethyl sulfoxide / 18 h / 70 - 80 °C

With palladium 10% on activated carbon; hydrogen; lithium carbonate; In methanol; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2017.03.038

Reference yield:

: 1030899-57-0
benzyl (2S)-2-methyl-3-oxopyrrolidine-1-carboxylate

: 1030898-85-1
2-fluoro-4-[(2S,3S)-3-hydroxy-2,3-dimethylpyrrolidin-1-yl]-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: cerium(III) chloride / diethyl ether; tetrahydrofuran / 1 h / -78 - 0 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 20 °C

3: lithium carbonate / dimethyl sulfoxide / 18 h / 70 - 80 °C

With cerium(III) chloride; palladium 10% on activated carbon; hydrogen; lithium carbonate; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2017.03.038