Methyl iodide → (R)-3-{4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-methoxymethyloxazolidin-2-one

HRID 1804300Notes

Reaction equation

HRID 1804300 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH3:32])[C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[C@H:27]([CH2:28][OH:29])[CH2:26][O:25][C:24]4=[O:30])=[CH:19][C:18]=3[CH3:31])=[O:16])[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2].[CH3:33]I>>[CH2:1]([C:3]1[CH:4]=[C:5]([CH3:32])[C:6]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[C@H:27]([CH2:28][O:29][CH3:33])[CH2:26][O:25][C:24]4=[O:30])=[CH:19][C:18]=3[CH3:31])=[O:16])[CH2:13][CH2:14]2)=[N:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 58484830(R)-3-{4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-hydroxymethyloxazolidin-2-one

Product 1

HCID 58484750(R)-3-{4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-methoxymethyloxazolidin-2-one

Procedure

By reaction and treatment in the same manner as in Example 73 and using (R)-3-{4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-hydroxymethyloxazolidin-2-one (150 mg) described in Example 222 and methyl iodide (21 μL), (R)-3-{4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methylphenyl}-4-methoxymethyloxazolidin-2-one was obtained. The obtained compound was dissolved in a mixture of ethyl acetate and methanol, 4N hydrogen chloride/ethyl acetate was added, and the solvent was evaporated. To the obtained residue was added diisopropyl ether, and the mixture was filtered to give the title compound (140 mg).

Workup

  1. customBy reaction and treatment in the same manner as in Example 73

Sources & evidence

ORD record
ord-5e06b34e5eac4bd78d5e5c354dafa9eb
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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