2-(1-methylethyl)cyclohepta[d]imidazol-4(1H)-one → 2-(1-methylethyl)-5,6,7,8-tetrahydrocyclohepta[d]imidazol-4(1H)-one

HRID 1946467Notes

Reaction equation

HRID 1946467 reaction equation
[CH3:1][CH:2]([C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13](=[O:14])[C:6]=2[N:5]=1)[CH3:3]>CO.[Pd]>[CH3:3][CH:2]([C:4]1[NH:8][C:7]2[CH2:9][CH2:10][CH2:11][CH2:12][C:13](=[O:14])[C:6]=2[N:5]=1)[CH3:1]

Participants

4

Reactant 1

HCID 116870252-(1-methylethyl)cyclohepta[d]imidazol-4(1H)-one

Product 1

HCID 584602222-(1-methylethyl)-5,6,7,8-tetrahydrocyclohepta[d]imidazol-4(1H)-oneYield 100.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of Intermediate 1 (3.4 g) in methanol (700 mL) was hydrogenated using the H-Cube (settings: room temp, 1.4 ml/min flow rate) and 10% Pd/C CatCart 30 as the catalyst. The solvent was concentrated under vacuum to give the title compound (3.5 g). LC/MS MH+ 193, Rt 0.42 min (2 minute run).

Workup

  1. concentrationThe solvent was concentrated under vacuum

Sources & evidence

ORD record
ord-f32e9b7499154f05b514594c08511f4f
Source dataset
uspto-grants-2013_03
Patent number
US08399444B2

Reaction notes

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