Methyl p-toluenesulfonate → HCID 71252741, compound

HRID 2411663Notes

Reaction equation

HRID 2411663 reaction equation
[CH3:1][C:2]1[C:3]([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][CH2:25][C:24]4=[O:30])=[CH:19][C:18]=3[S:31]([CH3:34])(=[O:33])=[O:32])=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.S(C1C=CC(C)=CC=1)(O[CH3:39])(=O)=O>>[CH3:1][C:2]1[C:3]([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][O:29][CH3:39])[CH2:26][CH2:25][C:24]4=[O:30])=[CH:19][C:18]=3[S:31]([CH3:34])(=[O:33])=[O:32])=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

3

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 71252271HCID 71252271, compound

Product 1

HCID 71252741HCID 71252741, compound

Procedure

Using (R)-5-hydroxymethylpyrrolidin-2-one (409 mg) and (4-bromo-2-methanesulfonylphenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (1.53 g) described in Preparation Example 112 and by the reaction and treatment in the same manner as in Example 1, (R)-1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-5-hydroxymethylpyrrolidin-2-one (700 mg) was obtained. Using the obtained (R)-1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methanesulfonylphenyl}-5-hydroxymethylpyrrolidin-2-one (700 mg) and methyl tosylate (0.21 mL) and by the reaction and treatment in the same manner as in Example 36, the title compound (319 mg) was obtained.

Workup

  1. customby the reaction and treatment in the same manner as in Example 36

Sources & evidence

ORD record
ord-0b491d8826a54bc9890074692034bf16
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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