HCID 24883329, compound → HCID 59025410, compound

HRID 2421055Notes

Reaction equation

HRID 2421055 reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10]([CH:13]3[CH2:18][CH2:17][N:16](C(OCC4C=CC=CC=4)=O)[CH2:15][CH2:14]3)[CH2:9][CH2:8]2)[C@@H:5]2[CH2:29][CH2:30][CH2:31][CH2:32][C@H:4]2[NH:3]1>CO.[Pd]>[N:10]1([CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH2:9][CH2:8][CH:7]([N:6]2[C@@H:5]3[CH2:29][CH2:30][CH2:31][CH2:32][C@H:4]3[NH:3][C:2]2=[O:1])[CH2:12][CH2:11]1

Participants

4

Reactant 1

HCID 24883329HCID 24883329, compound

Product 1

HCID 59025410HCID 59025410, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl 4-[(3aR,7aR)-2-oxooctahydro-1H-benzimidazol-1-yl]-1,4′-bipiperidine-1′-carboxylate-(880 mg, 2.0 mmol) in methanol (25 mL) was added 10% Pd/C (0.1 g), the mixture was hydrogenated at 40 psi for 12 h. Filtration of catalyst and concentration of solvents afforded crude product (600 mg, 98%), which was used for the next step without further purification. MS (M+1): 307.31

Workup

  1. filtrationFiltration of catalyst and concentration of solvents

Sources & evidence

ORD record
ord-9f113e044c194e3990fadb3caaf052cc
Source dataset
uspto-grants-2011_06
Patent number
US07956069B2

Reaction notes

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