(S)-5-(Hydroxymethyl)-2-pyrrolidinone → (S)-1-{3-fluoro-4-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-hydroxymethylpyrrolidin-2-one

HRID 2411679Notes

Reaction equation

HRID 2411679 reaction equation
[OH:1][CH2:2][C@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.Br[C:10]1[CH:15]=[CH:14][C:13]([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[C:26]([CH3:32])[N:25]=3)[CH2:20][CH2:19]2)=[O:17])=[C:12]([F:33])[CH:11]=1>>[F:33][C:12]1[CH:11]=[C:10]([N:7]2[C@H:3]([CH2:2][OH:1])[CH2:4][CH2:5][C:6]2=[O:8])[CH:15]=[CH:14][C:13]=1[C:16]([N:18]1[CH2:19][CH2:20][N:21]([C:24]2[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[C:26]([CH3:32])[N:25]=2)[CH2:22][CH2:23]1)=[O:17]

Participants

3

Reactant 2

HCID 643511(S)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 58484847(4-Bromo-2-fluorophenyl) [4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252430(S)-1-{3-fluoro-4-[4-(3,5,6-trimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-hydroxymethylpyrrolidin-2-one

Procedure

Using (S)-5-hydroxymethylpyrrolidin-2-one and (4-bromo-2-fluorophenyl)[4-(3,5,6-trimethylpyridin-2-yl)piperazin-1-yl]methanone (406 mg) described in Preparation Example 128 and by the reaction and treatment in the same manner as in Example 1, the title compound (171 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 128 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-8983119f792a42f4a4a64e3b89729438
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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