Potassium Carbonate → HCID 67265901, compound

HRID 1685379Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:9]2([CH3:16])[NH:13][C:12](=[O:14])[NH:11][C:10]2=[O:15])[CH:5]=[C:6]([F:8])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:23][O:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Cl)=[CH:27][CH:26]=1>CN(C=O)C>[F:8][C:6]1[CH:5]=[C:4]([C:9]2([CH3:16])[NH:13][C:12](=[O:14])[N:11]([CH2:29][C:28]3[CH:31]=[CH:32][C:25]([O:24][CH3:23])=[CH:26][CH:27]=3)[C:10]2=[O:15])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a stirred solution of (±)-5-(3,5-difluorophenyl)-5-methylimidazolidine-2,4-dione from Step A (6.53 g, 28.9 mmol) in DMF (60 mL) was added potassium carbonate (4.39 g, 31.8 mmol) and 4-methoxybenzyl chloride (3.92 mL, 28.9 mmol). The reaction was stirred at ambient temperature for 16 h and at 50° C. for 1 h and then quenched with H2O (100 mL). The resulting precipitate was filtered and rinsed with water to provide the title compound. MS: m/z=347 (M+1).

Workup

customquenched with H2O (100 mL)
filtrationThe resulting precipitate was filtered
washrinsed with water

Sources & evidence

ORD record: ord-8774b5bde2f34db38183896fa703e367
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148390B2

Reaction notes

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