HCID 16113326, compound → HCID 52948201, compound

HRID 2240952Notes

Reaction equation

HRID 2240952 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]([F:25])=[C:21]([O:26][CH2:27][CH2:28][CH:29]=[C:30]([F:32])[F:31])[CH:20]=2)([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH:16]([F:18])[F:17])=[CH:11][CH:10]=2)[N:3]=1>CO>[NH2:1][C:2]1[N:6]([CH3:7])[C:5](=[O:8])[C@:4]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]([O:26][CH2:27][CH2:28][CH:29]=[C:30]([F:31])[F:32])[CH:20]=2)([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH:16]([F:18])[F:17])=[CH:11][CH:10]=2)[N:3]=1

Participants

3

Reactant 1

HCID 16113326HCID 16113326, compound

Product 1

HCID 52948201HCID 52948201, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A racemic mixture of 2-amino-5-{3-[(4,4-difluorobut-3-en-1-yl)oxy]-4-fluorophenyl}-5-[4-(difluoromethoxy)phenyl]-3-methyl-3,5-dihydro-4H-imidazol-4-one (preparation described in previous Example) was separated by chiral HPLC using column type Chiralcel AD, 5×50 cm; the mobile phase was 15% ethanol in hexane with 0.1% diethylamine at 100 mL/min to obtain the title R-isomer as a glass, identified by NMR and mass spectral analyses [mp glass; [α]D25=−14° (c=1%, MeOH); MS (ES) m/z 454.0].

Workup

  1. customwas separated by chiral HPLC
  2. customto obtain the title R-isomer as a glass

Sources & evidence

ORD record
ord-7fe5b434c758454987e8d6462b09949b
Source dataset
uspto-grants-2010_05
Patent number
US07723368B2

Reaction notes

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