1-[4-(Cyclopropyl-hydroxy-methyl)-3-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one → 1-(4-Cyclopropanecarbonyl-3-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

HRID 80209

Reaction equation

HRID 80209 reaction equation
[CH:1]1([CH:4]([OH:25])[C:5]2[CH:10]=[CH:9][C:8]([N:11]3[CH2:15][CH2:14][N:13]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][C:21]=4[CH3:22])[C:12]3=[O:23])=[CH:7][C:6]=2[F:24])[CH2:3][CH2:2]1>C(Cl)Cl.O=[Mn]=O>[CH:1]1([C:4]([C:5]2[CH:10]=[CH:9][C:8]([N:11]3[CH2:15][CH2:14][N:13]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][C:21]=4[CH3:22])[C:12]3=[O:23])=[CH:7][C:6]=2[F:24])=[O:25])[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 596361411-[4-(Cyclopropyl-hydroxy-methyl)-3-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

Product 1

HCID 596361401-(4-Cyclopropanecarbonyl-3-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-oneYield 60.13%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

MnO2 (357 mg, 41.055 mmol) was added to 1-[4-(cyclopropyl-hydroxy-methyl)-3-fluoro-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-161a: 200 mg, 8.586 mmol) in DCM (20 mL) under nitrogen atmosphere and worked up in a manner similar to what has been described previously for example 160 (Step 2) to afford 175 mg of the product (60.13% yield).

Sources & evidence

ORD record
ord-a88f44a7e6a44e67bfee2b0e8334757d
Source dataset
uspto-grants-2014_09
Patent number
USRE045173E1

Linked notes

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