Sodium hydride → HCID 16678832, compound

HRID 2105404Notes

Reaction equation

HRID 2105404 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:19]=[CH:18][C:17]3[N:16]4[C@H:20]([CH3:25])[CH2:21][NH:22][C:23](=[O:24])[C:15]4=[CH:14][C:13]=3[CH:12]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[H-].[Na+].Cl[CH2:29][C:30]1[C:31]([CH3:36])=[N:32][O:33][C:34]=1[CH3:35]>>[CH3:36][C:31]1[C:30]([CH2:29][N:22]2[CH2:21][C@@H:20]([CH3:25])[N:16]3[C:17]4[CH:18]=[CH:19][C:11]([O:10][CH:7]5[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]5)=[CH:12][C:13]=4[CH:14]=[C:15]3[C:23]2=[O:24])=[C:34]([CH3:35])[O:33][N:32]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-HCID 16679612(R)-8-(1-isopropylpiperidin-4-yloxy)-4-methyl-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Product 1

HCID 16678832HCID 16678832, compoundYield 66%

Procedure

The title compound was synthesized in analogy to example 17, from (R)-8-(1-isopropyl-piperidin-4-yloxy)-4-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 8), sodium hydride and 4-(chloromethyl)-3,5-dimethylisoxazole, to give the desired product as a white solid (66%).

Sources & evidence

ORD record
ord-1309aec2d0a649da98a6569063b19dc3
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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