2-amino-5-[4-(difluoromethoxy)phenyl]-5-[3-(3-hydroxyprop-1-yn-1-yl)phenyl]-3-methyl-3,5-dihydro-4H-imidazol-4-one → HCID 57435916, compound

HRID 30589Notes

Reaction equation

HRID 30589 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[C:5](=[O:8])[C:4]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH:26]([F:28])[F:27])=[CH:21][CH:20]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]#[C:16][CH2:17][OH:18])[CH:10]=2)[N:3]=1>O=[Pt]=O>[NH2:1][C:2]1[N:6]([CH3:7])[C:5](=[O:8])[C:4]([C:19]2[CH:20]=[CH:21][C:22]([O:25][CH:26]([F:28])[F:27])=[CH:23][CH:24]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][OH:18])[CH:10]=2)[N:3]=1

Participants

3

Reactant 1

HCID 574359142-amino-5-[4-(difluoromethoxy)phenyl]-5-[3-(3-hydroxyprop-1-yn-1-yl)phenyl]-3-methyl-3,5-dihydro-4H-imidazol-4-one

Product 1

HCID 57435916HCID 57435916, compound

Reagents, catalysts & solvents 1

HCID 345198Adams' catalystCatalyst

Procedure

A mixture of an ethanolic solution of 1 (1 g, 2.6mmol) and PtO2 (50 mg, 10%) is hydrogenated at 15 psi on a Parr hydrogenator for 4 h and filtered through celite. The filtrate is concentrated to dryness under reduced pressure to afford 2-amino-5-[4-(difluoromethoxy)phenyl]-5-[3-(3-hydroxypropyl)phenyl]-3-methyl-3,5-dihydro-4H-imidazol-4-one, 830 mg, identified by NMR and mass spectral analyses.

Workup

  1. filtrationfiltered through celite
  2. concentrationThe filtrate is concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-642386cfd0ac4cd599304b5842183970
Source dataset
uspto-grants-2008_09
Patent number
US07423158B2

Reaction notes

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