2-[4-(4-Bromophenoxymethyl)-2,5-dioxo-imidazolidin-1-yl]-3-methyl-butyric acid methyl ester → HCID 66660886, compound

HRID 910420Notes

Reaction equation

C[O:2][C:3](=[O:24])[CH:4]([N:8]1[C:12](=[O:13])[CH:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([Br:22])=[CH:18][CH:17]=2)[NH:10][C:9]1=[O:23])[CH:5]([CH3:7])[CH3:6]>Cl>[Br:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:11]2[C:12](=[O:13])[N:8]([CH:4]([CH:5]([CH3:6])[CH3:7])[C:3]([OH:24])=[O:2])[C:9](=[O:23])[NH:10]2)=[CH:21][CH:20]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of the compound obtained in step g above (22g) (759 mg, 1.907 mmol) and 3 N HCl (20 mL) was stirred at 80° C. for 2 h. The reaction mixture was cooled down and then extracted with EtOAc. The combined organic layers were dried and concentrated; the crude product was purified by silica gel column chromatography which gave the title compound as colorless oil (300 mg, 41%).

Workup

temperatureThe reaction mixture was cooled down
extractionextracted with EtOAc
customThe combined organic layers were dried
concentrationconcentrated
customthe crude product was purified by silica gel column chromatography which

Sources & evidence

ORD record: ord-e6b2a008efd344a39fab5f3d03dffb1b
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022092B2

Reaction notes

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