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US 2015/0087828 A1Published application
4-substituent-2-hydroxylmorpholine-3-one and preparation method thereof
AssigneesZhejiang Hisun Pharmaceutical Co., Ltd., Shanghai Institute of Pharmaceutical Industry
InventorsFuli Zhang, Chonghao Liu, Pengcheng Qiu, Jian Chai, Qingfeng Cai
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Abstract
A molecule with neural activities, especially 4-substituent-2-hydroxymorpholin-3-one, as a new intermediate of neurokinin-1 receptor antagonist aprepitant, and preparation method thereof.
Claims9
A novel compound 4-substituent-2-hydroxymorpholin-3-one of Formula I:
- wherein,
- G is selected from the group consisting of:
- (i) groups of Formula II
- wherein,
- R1, R2, and R3 are independently selected from:
- hydrogen, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C2-C6 alkenyl, C2-C6 alkynyl, substituted or unsubstituted phenyl, halo-, —CN, —CX3, —NO2, —SR6, —SOR6, —SO2R6, —(CH2)m—NR4R5, —NR4COR5, —NR4CO2R5, —CONR4R5, —COR4, —CO2R4, hydroxyl, and C1-C6 alkoxy;
- the substituents on the C1-C6 alkyl and C2-C6 alkenyl can be independently selected from:
- hydroxyl, oxo-, C1-C6 alkoxy, phenyl, —CN, —NO2, halo-, —NR4R5, —NR4COR5, —NR4CO2R5, —CONR4R5, —COR4, and —CO2R4;
- the substituents on the phenyl can be selected from:
- hydroxyl, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, halo-, —CN, —NO2, —CF3, —(CH2)m—NR4R5, —NR4COR5, —NR4CO2R5, —CONR4R5, —COR4, and —CO2R4;
- and R1, R2, and R3 can not be hydrogen at the same time;
- R4 and R5 are independently selected from:
- hydrogen, C1-C6 alkyl, monohydroxyl substituted C1-C6 alkyl, and phenyl;
- R6 is hydrogen or C1-C6 alkyl;
- X is selected from Cl, Br, and F;
- m is selected from 1, 2, 3 or 4;
- (ii) groups of Formula III
- wherein,
- R7, R8, and R9 are independently selected from:
- hydrogen, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C2-C6 alkenyl, C2-C6 alkynyl, substituted or unsubstituted phenyl, halo-, —CN, —CX3, —NO2, —SR12, —SOR12, —SO2R12, —(CH2)m—NR10R11, —NR10COR11, —NR10CO2R11, —CONR10R11, —COR10, —CO2R10, hydroxyl, and C1-C6 alkoxy;
- the substituents on the C1-C6 alkyl and C2-C6 alkenyl are each independently selected from:
- hydroxyl, oxo-, C1-C6 alkoxy, phenyl, —CN, —NO2, halo-, —NR10R11, —NR10COR11, —NR10CO2R11, —CONR10R11, COR10, and —CO2R10;
- the substituents on the phenyl can be selected from:
- hydroxyl, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, halo-, —CN, —NO2, —CF3, —(CH2)m NR10R11, —NR10COR11, —NR10CO2R11, —CONR10R11, —COR10, and —CO2R10;
- R10 and R11 are independently selected from:
- hydrogen, C1-C6 alkyl, monohydroxyl substituted C1-C6 alkyl, and phenyl;
- R12 is hydrogen or C1-C6 alkyl;
- X is selected from Cl, Br, and F;
- m is selected from 1, 2, 3 or 4.
26 more elements
Dependencies are inferred from the claim text.