Methyl iodide → HCID 16678935, compound

HRID 2105416Notes

Reaction equation

HRID 2105416 reaction equation
[OH:1][CH2:2][C@H:3]1[N:8]2[C:9]3[CH:10]=[CH:11][C:12]([O:16][CH:17]4[CH2:22][CH2:21][N:20]([CH:23]([CH3:25])[CH3:24])[CH2:19][CH2:18]4)=[CH:13][C:14]=3[CH:15]=[C:7]2[C:6](=[O:26])[NH:5][CH2:4]1.[CH3:27]I.[H-].[Na+]>>[OH:1][CH2:2][C@H:3]1[N:8]2[C:9]3[CH:10]=[CH:11][C:12]([O:16][CH:17]4[CH2:22][CH2:21][N:20]([CH:23]([CH3:24])[CH3:25])[CH2:19][CH2:18]4)=[CH:13][C:14]=3[CH:15]=[C:7]2[C:6](=[O:26])[N:5]([CH3:27])[CH2:4]1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 16679615HCID 16679615, compound

Product 1

HCID 16678935HCID 16678935, compoundYield 16%

Procedure

The title compound was synthesized in analogy to example 17, from (S)-4-hydroxymethyl-8-(1-isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (example 12), methyl iodide and sodium hydride, to give the desired product as a colorless oil (16%).

Sources & evidence

ORD record
ord-7730e34502fa4b448bbeb0b044d9caf2
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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