HCID 86710231, compound → HCID 86710232, compound

HRID 2405915Notes

Reaction equation

HRID 2405915 reaction equation
[C:1]1([C:6]2[CH:7]=[N:8][N:9]([CH2:11][CH2:12][C@@:13]([CH3:23])([S:19]([CH3:22])(=[O:21])=[O:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:10]=2)[CH2:5][CH2:4][CH2:3][CH:2]=1>CO.[Pd]>[CH:1]1([C:6]2[CH:7]=[N:8][N:9]([CH2:11][CH2:12][C@@:13]([CH3:23])([S:19]([CH3:22])(=[O:20])=[O:21])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 86710231HCID 86710231, compound

Product 1

HCID 86710232HCID 86710232, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of ethyl (2R)-4-[4-(cyclopent-1-en-1-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoate (250 mg, 0.734 mmol, 1 eq) in MeOH (30 mL) was subjected to hydrogenation conditions (10% Pd/C catcart, 10 bar H2 pressure) on a Thales nano H-cube. The mixture was concentrated to give ethyl (2R)-4-(4-cyclopentyl-1H-pyrazol-1-yl)-2-methyl-2-(methylsulfonyl)butanoate (100 mg, 40% yield) which was used without further purification. LC-MS M+H+343.4.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-84feae93815447d885ab395d3ad3eb38
Source dataset
uspto-grants-2014_08
Patent number
US08809333B2

Reaction notes

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