HCID 86710226, compound → HCID 86710228, compound

HRID 2405910Notes

Reaction equation

HRID 2405910 reaction equation
[C:1]1([C:7]2[CH:8]=[N:9][N:10]([CH2:12][CH2:13][C@@:14]([CH3:24])([S:20]([CH3:23])(=[O:22])=[O:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1>CO.[Pd]>[CH:1]1([C:7]2[CH:8]=[N:9][N:10]([CH2:12][CH2:13][C@@:14]([CH3:24])([S:20]([CH3:23])(=[O:21])=[O:22])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 86710226HCID 86710226, compound

Product 1

HCID 86710228HCID 86710228, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of ethyl (2R)-4-[4-(cyclohex-1-en-1-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoate (120 mg, 0.339 mmol, 1.0 eq) in MeOH (5 mL) was subjected to hydrogenation conditions (8-bar pressure, room temperature) on a Thales Nano H-cube using a 10% Pd/C catcart, (catalyst cartridge). The solution was then concentrated to give ethyl (2R)-4-(4-cyclohexyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)butanoate (87 mg, 72% yield). LC-MS M+H+357.1.

Workup

  1. customwas subjected to hydrogenation conditions (8-bar pressure, room temperature) on a Thales Nano H-cube
  2. concentrationThe solution was then concentrated

Sources & evidence

ORD record
ord-effae34abc6b43dc9d878fa2d6443c52
Source dataset
uspto-grants-2014_08
Patent number
US08809333B2

Reaction notes

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