1-Methylimidazolidin-2-one → HCID 71252593, compound

HRID 2411950Notes

Reaction equation

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

Participants

Reactant 2

HCID 5676001-Methylimidazolidin-2-one

HCID 86676765HCID 86676765, compound

Product 1

HCID 71252593HCID 71252593, compoundYield 78.2%

Procedure

Using (6-bromo-4-methylpyridin-3-yl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (195 mg) described in Preparation Example 228 and 1-methylimidazolidin-2-one (75 mg) and by the reaction and treatment in the same manner as in Example 511, 1-{5-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-4-methylpyridin-2-yl}-3-methylimidazolidin-2-one (160 mg) was obtained. The obtained 1-{5-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-4-methylpyridin-2-yl}-3-methylimidazolidin-2-one (160 mg) was dissolved in ethyl acetate, 4N hydrogen chloride/ethyl acetate (0.2 mL) was added, and the precipitate was collected by filtration to give the title compound (98 mg).

Sources & evidence

ORD record: ord-f5781f2f4f8047b59c3e26c4f1d62e4d
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08816079B2

Reaction notes

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