Methyl p-toluenesulfonate → (S)-1-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-5-methoxymethylpyrrolidin-2-one

HRID 2411672Notes

Reaction equation

HRID 2411672 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([CH3:36])[C:7]([N:10]3[CH2:15][CH2:14][N:13]([C:16]([C:18]4[CH:23]=[CH:22][C:21]([N:24]5[C@H:28]([CH2:29][OH:30])[CH2:27][CH2:26][C:25]5=[O:31])=[CH:20][C:19]=4[S:32]([CH3:35])(=[O:34])=[O:33])=[O:17])[CH2:12][CH2:11]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.S(C1C=CC(C)=CC=1)(O[CH3:41])(=O)=O>>[CH:1]1([C:4]2[CH:5]=[C:6]([CH3:36])[C:7]([N:10]3[CH2:11][CH2:12][N:13]([C:16]([C:18]4[CH:23]=[CH:22][C:21]([N:24]5[C@H:28]([CH2:29][O:30][CH3:41])[CH2:27][CH2:26][C:25]5=[O:31])=[CH:20][C:19]=4[S:32]([CH3:35])(=[O:33])=[O:34])=[O:17])[CH2:14][CH2:15]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 71252279(S)-1-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-5-hydroxymethylpyrrolidin-2-one

Product 1

HCID 71252582(S)-1-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-5-methoxymethylpyrrolidin-2-one

Procedure

Using (S)-1-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-5-hydroxymethylpyrrolidin-2-one (240 mg) described in Example 298 and methyl tosylate (71 μL) and by the reaction and treatment in the same manner as in Example 36, the title compound (28 mg) was obtained.

Sources & evidence

ORD record
ord-c0832616184d4386b1fba8042dc0601f
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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