HCID 90800915, compound → HCID 11750309, compound

HRID 1375618Notes

Reaction equation

HRID 1375618 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[CH2:15][CH2:14][CH2:13][C@H:12]([NH:16][S:17]([CH:20]=[CH:21][C:22]3[S:23][C:24](Cl)=[CH:25][CH:26]=3)(=[O:19])=[O:18])[C:11]2=[O:28])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]>CO.[Pd]>[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[CH2:15][CH2:14][CH2:13][C@H:12]([NH:16][S:17]([CH2:20][CH2:21][C:22]3[S:23][CH:24]=[CH:25][CH:26]=3)(=[O:19])=[O:18])[C:11]2=[O:28])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 90800915HCID 90800915, compound

Product 1

HCID 11750309HCID 11750309, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (S)-2-(5-chloro-thiophen-2-yl)-ethenesulfonic acid (1′-isopropyl-2-oxo-[1,4′]bipiperidinyl-3-yl)-amide (example 31, 10 mg) in MeOH (1.0 mL) was hydrogenated in the presence of catalytic amount of 5% Pd/C at 1 atm 1 hr. Filtration and HPLC purification (30% to 100% acetonitrile/water gradient) gave the desired product as a white solid. LC-MS found: (M+1)+=414.41.

Workup

  1. filtrationFiltration and HPLC purification (30% to 100% acetonitrile/water gradient)

Sources & evidence

ORD record
ord-cfc8156c57914ed88f58ac000807f053
Source dataset
uspto-grants-2007_01
Patent number
US07169795B2

Reaction notes

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